
Land with Home for Sale in Guilford, Vermont
49 Oles Dr, Guilford, VT 05301
A picturesque, private home with lovely views from every room. Set back from the road in a pastoral setting, it is quiet and tranquil. The moment you enter through the front covered porch, you are greeted by abundant natural light and breathtaking views. The open floor concept is inviting, and the beautiful timbers were milled from the land. The original owner, who has owned the home for 47 years, adores it. The spacious and peaceful living room features a soothing fireplace. The first floor has a large primary bedroom, a full bath, a laundry room, and another room perfect for an office or bonus room. Upstairs are two spacious bedrooms and another full bathroom. The full basement is ideal for a workshop, featuring additional heat with a wood boiler and a walk-out exit. The 10 x 27 screened-in porch is ideal for family gatherings, and the expansive Trex decks, along with the alluring pool and hot tub, will create lasting memories. The location offers seclusion and accessibility, situated minutes from the historic Guilford Country store and Interstate 91. You will love coming home and never want to leave. Additional 2.8 +/- acreage available for $89,000 only with house purchase.
Location
- Street address
- 49 Oles Dr
- County
- Windham County
- Elevation
- 535 feet
Directions
From RT 5 take Guilford Center Rd to left on Weatherhead Hollow Rd. Go approximately 1/2 mile to left on Carriage Rd, bear left on Oles Drive. 1st Property on left. See sign
Property details
- Acreage
- 2.5 acres
- Zoning
- none
- MLS #
- NNEREN 5087831
- Posted
Property taxes
- 2025
- $7,151
Resources
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking
- Paved or Surfaced
Structure
- Stories
- 2
- Basement
- Yes
- Heating
- Forced Air, Hot Water, Oil, Wood
- Roof
- Asphalt, Shingle
Interior
- Room Count
- 6
- Rooms
- Basement, Bathroom x 2, Bedroom x 3, Kitchen, Living Room, Office
- Flooring
- Carpet, Vinyl
- Appliances
- Dishwasher, Dryer, Gas Range, Microwave, Range, Refrigerator, Washer
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| May 8, 2026 | New listing | $489,000 | — | NNEREN |


















































