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41-43 Cranberry Hill Road, Winhall, VT 05340

$979,000
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BEDS4 BATHS3 full 1 partial SQUARE FEET5,248 MLS#5079224
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONStrattonwald SCHOOLBennington-Rutland

Listing Courtesy of: TPW Real Estate
Agency Phone: 802-297-9405
Associate Name: Jamie Luke
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Property Description

PUBLIC OPEN HOUSE Sunday, March 15 2:00-4:00pm. This is the ultimate Alpine chalet, fully renovated as a mountain modern gem but retaining the classic flat-sawn balusters characteristic of mountain homes in the Alps. Nestled in the coveted community of Strattonwald, this home offers Stratton shuttle access right from the driveway. The cherished private community area offers multi-season fun with a rare swimming pond, sandy beach, tennis/pickleball courts, picnic area, and space to fish and kayak. As for the house, three full floors offer sunny, well-appointed space, beginning when you open the front door to discover a roomy mudroom and three bedrooms and two bathrooms (one en-suite). Head upstairs to join your friends and family in the open-concept European kitchen/living/dining room with expanded island optimal for entertaining -- grill and wraparound deck just outside the kitchen. The fourth bedroom -- a primary suite with en-suite bathroom -- is on this level. In the walk-out lower level, a game room with pool table and a separate TV room with gas stove offer so much room to get away before and after soaking in the hot tub out back, within earshot of the babbling brook down the hill.

41-43 Cranberry Hill Road | MLS# 5079224

This single family home located at 41-43 Cranberry Hill Road, Winhall, VT 05340 is currently listed for sale with an asking price of $979,000. This property was built in 1970 and has 4 bedrooms and 3 full and 1 partial baths with 5248 sq. ft. 41-43 Cranberry Hill Road is located in the Strattonwald subdivision within the Bennington-Rutland school district. Search Strattonwald real estate on brianaburke.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Climate Controlled, Daylight, Finished, Insulated, Interior Stairs, Locked Storage, Storage Space, Walkout, Interior Access, Exterior Access, Basement Stairs
Basement: Yes
Cooling: Mini Split
Heating: Propane, Baseboard, Electric, Gas Stove
Home Style: Chalet
Lot Size: 2.00 Acres
Roof Type: Asphalt Shingle
Stories: 3.0
Taxes: $12,315
Year Built: 1970

Amenities

Balcony
Deck
Guest House
Hot Tub
Natural Shade

Feature Descriptions

Amenities: Other, Tennis Court, Pickleball
Appliances: ENERGY STAR Qual Dishwshr, ENERGY STAR Qual Dryer, Range Hood, Microwave, Electric Range, ENERGY STAR Qual Fridge, Washer, ENERGY STAR Qual Washer, Owned Water Heater, Wine Cooler, Water Heater
Baths 1/2: 1
Baths Full: 3
Color: brown
Construction: Wood Frame, Stucco Exterior
Construction Status: Existing
Days on Site: 4
Driveway: Dirt, Gravel
Electric: 200+ Amp Service
Exterior: Wood Frame, Stucco Exterior
Flood Zone: No
Flooring: Tile, Wood, Vinyl Plank
Foundation: Poured Concrete
Hot Tub: Yes
Lot: Country Setting, Hilly, Rolling, Secluded, Ski Area, Stream, Subdivision, Wooded, Near Skiing, Neighborhood, Rural
Number of Rooms: 10
Road Frontage: 489
Roads: Association, Cul-de-Sac, Gravel, Public Maintained Road
Sewer: 1250 Gallon
Sq. Ft. Above Grade Finished: 4252
Sq. Ft. Below Grade Finished: 996
Sq. Ft. Total Finished: 5248
Total Stories: 3
Water: Drilled Well
Zoning: Residential

Local Schools

High School: Choice
Middle School: Choice
Elementary School: Choice
School District: Bennington-Rutland

Listed By / Shown By

Listed By

Agency Name: TPW Real Estate
Agency Phone: 802-297-9405
Agent Name: Jamie Luke

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Shown By

Agent Name: Briana Burke
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 3,490.62 per month $2,178.83 Principal & Interest $1,026.25 Property Tax $285.54 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/17/2026. The listing information on this page last changed on 03/17/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/17/2026 12:00:06 AM EST) or MLSPIN MLS (last updated Mon 03/16/2026 11:38:19 PM EST) or Prime MLS (last updated Mon 03/16/2026 11:33:23 PM EST) or MREIS (last updated Mon 03/16/2026 11:55:19 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data Last Updated 2026-03-16 23:33:23

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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