$1,650,000
SOLD JAN 3, 2025

230 Winding Way Killington, VT 05751

3 Beds
4.5 Baths
5,272 Sq Ft
10.1 Acres

Recently Sold

$313 Per Sq Ft

21% Below List Price

267 Days on Market

Highlights

  • 10.1 Acre Lot
  • Contemporary Architecture
  • Cathedral Ceiling
  • Mountain View
  • Multiple Fireplaces
  • Marble Flooring

About This Home

As of January 2025

This exquisite 3-bedroom, 2 sizeable bonus guest rooms, and 4.5-bathroom residence is an impeccably designed and maintained masterpiece of craftsmanship and luxury. Winding Way is an elegant mountain home nestled on 10 private acres in the scenic beauty of Killington, Vermont, just minutes from world-class skiing and mountain biking. Boasting unparalleled views of Killington and Pico from multiple vantage points, an immaculate floor to ceiling stone fireplace and vaulted ceilings, walls of windows that flood the home with natural light and plenty of open space for guests. Perfect for culinary enthusiasts and entertaining guests, the gourmet kitchen features top of the line appliances including a sub-zero refrigerator, Bosch dishwasher, industrial Viking stove, Vermont Verde marble countertops and custom cabinetry as well as an elevated fireplace for ultimate ambiance. A fully equipped butler’s pantry, expansive dining room and cold pantry make dinner parties and entertaining a dream. The two ensuites feature Vermont Danby white marble, luxurious steam showers, jacuzzi tubs and radiantly heated floors for full relaxation after a day on the slopes, or you can decompress while playing pool on the billiards table. An expansive mud room directly attached to the one-car garage makes it easy to store your gear, keeping it warm and dry for your next epic day. Call today to schedule a private tour to experience the luxury, craftsmanship, and stunning views that define this property.

Last Agent to Sell the Property

Krista Mosher

Killington Pico Realty Listed on: 03/01/2024

Last Buyer's Agent

Katie McFadden

RE/MAX North Professionals License #082.0008473

RE/MAX North Professionals

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $18,418

Year Built

  • Built in 1985

Lot Details

  • 10.1 Acre Lot
  • Property fronts a private road
  • Lot Sloped Up

Parking

  • 1 Car Garage
  • Gravel Driveway

Home Design

  • Contemporary Architecture
  • Poured Concrete
  • Shingle Roof
  • Shake Siding

Interior Spaces

  • 3-Story Property
  • Cathedral Ceiling
  • Multiple Fireplaces
  • Wood Burning Fireplace
  • Combination Kitchen and Dining Room
  • Mountain Views
  • Finished Basement
  • Interior Basement Entry
  • Laundry on main level

Kitchen

  • Walk-In Pantry
  • Kitchen Island

Flooring

  • Wood
  • Radiant Floor
  • Marble
  • Tile

Bedrooms and Bathrooms

  • 3 Bedrooms
  • En-Suite Primary Bedroom

Schools

  • Killington Elementary School
  • Woodstock Union Middle School
  • Woodstock Union High School

Utilities

  • Baseboard Heating
  • 100 Amp Service
  • Private Water Source
  • Drilled Well
  • Private Sewer
  • Internet Available
  • Cable TV Available

Home Details

Home Type

Single Family

Est. Annual Taxes

$18,418

Year Built

Built in 1985

Lot Details

0

Parking

1

Listing Details

  • Status Detail: Closed
  • Directions: Route 100 to Doubleday Hill, veer left onto Rustic Dr. then veer right onto Winding Way. Property is on the right hand side - see the skis and house number on the tree at the beginning of the driveway.
  • Construction: Existing
  • Total Stories: 3
  • Price Per Sq Ft: 312.97
  • Property Class: Residential
  • Property Type: Single Family
  • Year Built: 1985
  • Remarks Public: This exquisite 3-bedroom, 2 sizeable bonus guest rooms, and 4.5-bathroom residence is an impeccably designed and maintained masterpiece of craftsmanship and luxury. Winding Way is an elegant mountain home nestled on 10 private acres in the scenic beauty of Killington, Vermont, just minutes from world-class skiing and mountain biking. Boasting unparalleled views of Killington and Pico from multiple vantage points, an immaculate floor to ceiling stone fireplace and vaulted ceilings, walls of windows that flood the home with natural light and plenty of open space for guests. Perfect for culinary enthusiasts and entertaining guests, the gourmet kitchen features top of the line appliances including a sub-zero refrigerator, Bosch dishwasher, industrial Viking stove, Vermont Verde marble countertops and custom cabinetry as well as an elevated fireplace for ultimate ambiance. A fully equipped butler’s pantry, expansive dining room and cold pantry make dinner parties and entertaining a dream. The two ensuites feature Vermont Danby white marble, luxurious steam showers, jacuzzi tubs and radiantly heated floors for full relaxation after a day on the slopes, or you can decompress while playing pool on the billiards table. An expansive mud room directly attached to the one-car garage makes it easy to store your gear, keeping it warm and dry for your next epic day. Call today to schedule a private tour to experience the luxury, craftsmanship, and stunning views that define this property.
  • List Agent: 286491
  • Display On Internet: Internet - Cable
  • Architectural Style: Contemporary
  • ResoLotFeatures: Mountain View
  • Road Frontage Type: Dead End
  • Special Features: None
  • Property Sub Type: Detached
  • Stories: 3

Interior Features

  • Appliances: Water Heater - Off Boiler
  • Features Interior: Cathedral Ceiling, Dining Area, Fireplace - Wood, Fireplaces - 2, Kitchen Island, Kitchen/Dining, Primary BR w/ BA, Vaulted Ceiling, Walk-in Pantry, Laundry - 1st Floor
  • Total Bedrooms: 3
  • Flooring: Hardwood, Marble, Tile
  • Total Bathrooms: 5
  • Half Bathrooms: 1
  • Full Bathrooms: 4
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Finished
  • Level 1: Level 1: Bedroom, Level 1: Bath - Full, Level 1: Dining Room, Level 1: Primary Bedroom, Level 1: Mudroom, Level 1: Rec Room
  • Level 2: Level 2: Bonus Room, Level 2: Bath - Full, Level 2: Bath - 1/2, Level 2: Foyer, Level 2: Great Room, Level 2: Kitchen - Eat-in
  • Level 3: Level 3: Bath - Full, Level 3: Loft, Level 3: Primary Bdm Ste
  • Room 1: Mudroom, 13 X 14, On Level: 1
  • Room 2: Rec Room, 22 X 18, On Level: 1
  • Room 3: Primary Bedroom, 21 X 13, On Level: 1
  • Room 4: Bath - Full, 13 X 12, On Level: 1
  • Room 5: 1, 7 X 9
  • Room 6: Bedroom, 12 X 19, On Level: 1
  • Room 7: Foyer, 16 X 14, On Level: 2
  • Room 8: Great Room, 34 X 28, On Level: 2
  • Room 9: Dining Room, 16 X 11, On Level: 1
  • Room 10: 2, 20 X 33
  • Room 11: Bath - Full, 11 X 5, On Level: 2
  • Room 12: Bonus Room, 12 X 11, On Level: 2
  • Room 13: Bonus Room, 12 X 11, On Level: 2
  • Room 14: Bath - 1/2, 5 X 5, On Level: 2
  • Room 15: Loft, 16 X 11, On Level: 3
  • Room 16: Primary BR Suite, 16 X 14, On Level: 3
  • Room 17: Bath - Full, 10 X 15, On Level: 3
  • Room 18: Loft, 11 X 20, On Level: 3
  • Sq Ft - Apx Finished AG: 3642
  • Sq Ft - Apx Finished BG: 1630
  • Sq Ft - Apx Total: 5272
  • Sq Ft - Apx Total Finished: 5272

Exterior Features

  • Driveway: Gravel
  • Foundation: Poured Concrete
  • Road Frontage: Yes
  • Roof: Shingle - Asphalt
  • Construction Type: Shake Siding

Garage/Parking

  • Garage Capacity: 1
  • Parking: Direct Entry, Garage, On-Site, Attached
  • Garage: Yes

Utilities

  • Electric: 100 Amp
  • Fuel Company: CV Oil
  • Sewer: Private
  • Heating: Oil, Baseboard, Radiant Floor
  • Electric Company: Green Mountain Power
  • Utilities: Cable
  • Water Source: Drilled Well, Private

Fee Information

  • Tax Class: Non-Homestead

Schools

  • Elementary School: Killington Elementary School
  • Middle School: Woodstock Union Middle School
  • High School: Woodstock Union High School
  • Elementary School: Killington Elementary School
  • High School: Woodstock Union High School

Lot Info

  • Lot Sq Ft: 439956
  • Lot Acres: 10.1
  • Surveyed: Yes
  • Zoning: Residential
  • Deed Book: 146
  • Deed Page: 383-386
  • Deed Recorded Type: Warranty

Tax Info

  • Tax Gross Amount: 18417.63
  • Tax Year: 2024

MLS Schools

  • School Middle Jr: Woodstock Union Middle School

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 1, 2024
Closed on
Jan 3, 2025
Sold by
Page Eva
Bought by
Miloykovich Kristian and Miloykovich Maria
Seller's Agent
Krista Mosher
Killington Pico Realty
Buyer's Agent
Katie McFadden
RE/MAX North Professionals
List Price
$2,100,000
Sold Price
$1,650,000
Premium/Discount to List
-$450,000
-21.43%
Views
297
Current Estimated Value
$1,841,078

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$191,078
Avg. Annual Appreciation
-3.14%
Source: Public Records

Similar Homes in Killington, VT

  • 832, Killington, VT 05751

    $1,670,000

    • 3 Beds
    • 2.5 Baths
    • 3,067 Sq Ft
    • 832
    • Killington, VT

    A rare opportunity to own the 3.05-acre property that abuts both Kent Pond and Gifford Woods State Park. Enjoy direct access to the 101-acre Kent Pond - one of Vermont’s most photographed bodies of water - ideal for paddling, fishing, and swimming. The property also offers immediate access to the Killington Mountain Bike Trail System via 285-acre Gifford Woods, an old growth northern hardwood

    Merisa Sherman Four Seasons Sotheby's Int'l Realty

    Section Image
  • 418 Killington Rd, Killington, VT 05751

    $1,440,000

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft
    • 418 Killington Rd
    • Killington, VT

    PRICE IMPROVEMENT on this beautifully crafted 3-bedroom, 3 bath home with an additional in-law suite; complete with its own private entrance - offering flexibility for guests, rental potential or multigenerational living. Built in 2006, this charming Craftsman-style home is ideally situated on the Killington Access Road, placing you moments from world-class skiing, mountain biking, golf,

    Katie McFadden RE/MAX North Professionals

    Section Image
  • 152 Wobbly Ln, Killington, VT 05751

    $1,395,000

    • 5 Beds
    • 2.5 Baths
    • 3,696 Sq Ft
    • 152 Wobbly Ln
    • Killington, VT

    Situated in the heart of one of Killington’s most prestigious neighborhoods, this exceptional mountain retreat blends timeless charm with modern luxury. Just steps from the area’s premier amenities—including world-renowned skiing, snowmobiling, mountain biking, golf, fine dining, and tranquil lakes—this property offers the ultimate Vermont lifestyle. The main residence showcases a beautifully

    Will Spanos KW Vermont-Killington

    Section Image
  • Lot 27 Roundabout Unit 1, Killington, VT 05751

    $1,589,000

    • 1 Bed
    • 2.5 Baths
    • 1,713 Sq Ft
    • Lot 27 Roundabout
    • Unit 1
    • Killington, VT

    A unique architect designed contemporary 2 home compound on one of the highest buildable lots in Killington. 2 homes to be built using Scandinavian technology, homes are designed as a semi-detached duplex (no common wall), offering privacy to each side. Home 1: 1,713 gross sq.ft (smaller unit to left in exterior renderings) Upon entering the home via the entry vestibule, you have an open library

    Bret Williamson Killington Valley Real Estate

    Section Image
  • 191 Trailview Dr, Killington, VT 05751

    $1,685,000

    • 3 Beds
    • 3.5 Baths
    • 2,718 Sq Ft
    • 191 Trailview Dr
    • Killington, VT

    KILLINGTON – DESIRED SKI-IN/SKI-OUT LOCATION!Seize this rare opportunity to own a stunningly updated mountain retreat with direct access to the legendary Great Eastern Trail via a deeded easement. Perfectly positioned for skiers, snowboarders, and outdoor enthusiasts, this home also offers strong short-term rental potential, making it a prime investment opportunity.Step inside to a bright

    Daniel Pol Killington Pico Realty

    Section Image
  • 309 Trailside Dr, Killington, VT 05751

    $1,850,000

    • 3 Beds
    • 2.5 Baths
    • 2,752 Sq Ft
    • 309 Trailside Dr
    • Killington, VT

    Ski-in, ski-out home on Great Eastern at Killington, offering a rare opportunity to own a true mountain retreat. Just a short ski down to the SkyeShip gondola, this home provides easy access to everything Killington Resort has to offer. The interior has been completely renovated and features fresh paint throughout, all new windows and doors. The exterior facade has been updated with stone,

    Nathan Mastroeni

    Section Image

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Deed $1,650,000 --
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
01/03/2025 01/03/25 Sold $1,650,000 0.0% $313 / Sq Ft
01/03/2025 01/03/25 Off Market $1,650,000 -- --
11/23/2024 11/23/24 Pending -- -- --
09/11/2024 09/11/24 Price Changed $1,950,000 -7.1% $370 / Sq Ft
03/01/2024 03/01/24 For Sale $2,100,000 -- $398 / Sq Ft
Source: PrimeMLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 -- $566,000 $0 $0
2023 -- $566,000 $0 $0
2022 $14,039 $566,000 $0 $0
2021 $13,270 $566,000 $0 $0
2020 $12,131 $566,000 $0 $0
2019 $11,715 $566,000 $0 $0
2018 $10,987 $566,000 $0 $0
2017 $10,650 $566,000 $0 $0
2016 $10,293 $566,000 $0 $0
Source: Public Records

Agents Affiliated with this Home

  • Section Image
  • Section Image
See All Agents

Map

Source: PrimeMLS

MLS Number: 4986558

PrimeMLS

APN: 588-185-10114