Date
Details
Price
Change
Source
5/08/2026
Listed
$489,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 49 Oles Dr
General
- Price: $489,000
- Taxes: $7,151 (2025)
- Status: Active
- Type: Single Family
- Source: PrimeMLS
- MLS ID: 5087831
- Updated: 5/8/2026
- Added to Site: 5 day(s) ago
Interior
- Number of Rooms: 6
- Interior Features: Cathedral Ceiling, Ceiling Fan, Dining Area, Wood Fireplace, Hot Tub, Kitchen/Dining, Natural Light, Natural Woodwork, Skylight, Vaulted Ceiling, 1st Floor Laundry
- Fireplace: Yes
- Appliances: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
- Flooring: Carpet, Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom 1: Bathroom Full, 7.9 x 8, Level 2
- Bathroom 2: Bathroom Full, 7.4 x 13.2, Level 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: 11.7 x 13.5, Level 1
- Bedroom 1: 10.8 x 15.2, Level 2
- Bedroom 2: 10 x 15, Level 2
Other Rooms
- Living Room: 15.4 x 25.4, Level 1
- Office: 9.5 x 9.10, Level 1
Additional Information
- Pool: Yes
Exterior
- Exterior Features: Deck, Partial Fence , Hot Tub, In-Ground Pool, Covered Porch, Screened Porch
- Color: Natural wo
Parking
- Parking: Driveway, Paved
Location
- County: Windham
- Driving 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
Heating & Cooling
- Cooling Type: None
- Heating Type: Oil, Wood, Forced Air, Hot Water, Wood Furnace
Utilities
- Sewer: Leach Field, Septic
Structural Information
- Construction Status: Existing
- Basement Entrance: Interior
- Basement Desc.: Concrete, Concrete Floor, Full, Walkout, Interior Access, Basement Stairs
- Roof: Asphalt Shingles
- Stories/Levels: 2
- Square Feet: 1,716
- Finished Total: 1,716 Sq. Ft.
- Finished Above Grnd: 1,716 Sq. Ft.
- Year Built: 1979
Lot Features
- Lot Size (Acres): 2.5
- Lot Size (Sq. Ft.): 108,900
- Frontage: Yes Road Frontage
- Frontage Feet: 300
- Driveway/Sidewalk: Paved
- Zoning: none
Financial Considerations
- Price Per Sq. Ft.: $284.97
- Tax Amount: $7,151
- Tax Year: 2025
Disclosures and Reports
- APN: 273-086-10735
Listed by Brattleboro Area Realty, Kristen Ziter Taylor
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Listed by Brattleboro Area Realty, Kristen Ziter Taylor
Listing agent
— 49 Oles Dr —
Kristen Ziter Taylor
Brattleboro Area Realty
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 49 Oles Dr
Tax History
Tax History for 49 Oles Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,161
17%
-100%
2022
$6,096
—
$349,470
33%
2022
$6,096
-2%
$263,560
—
2021
$6,196
-5%
$263,560
—
2019
$6,531
—
$263,560
—
2018
$6,539
2%
$263,560
—
2017
$6,393
-4%
$263,560
5%
2016
$6,644
4%
$251,420
—
2015
$6,404
73%
$251,420
—
2015
$3,702
100%
$251,420
—
2013
—
$251,420
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 49 Oles Dr
49 Oles Drive, Guilford, VT 05301 (MLS# 5087831) is a Single Family property with 3 bedrooms and 2 full bathrooms. 49 Oles Drive is currently listed for $489,000 and was received on May 08, 2026. Want to learn more about 49 Oles Drive? Do you have questions about finding other Single Family real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.