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$620,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,812 Sq. Ft.
  • Updated 3 days ago
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One-of-a-kind contemporary in Guilford! This beautifully updated multi-level home offers an open floor plan filled with natural light and thoughtful design. Freshly painted inside and out, the property also features a newer roof with gutter guards for years of low-maintenance living. The renovated kitchen shines with new cabinetry, quartz countertops, a work style inspired sink and smart appliances, including the dishwasher, washer and dryer. The updated baths bring a modern, clean aesthetic. A charming solarium with newer windows provides the perfect year-round spot to relax and take in the surrounding beauty. Tucked back on a private shared driveway, this home is bordered on 2 sides by 25 acres of Guilford Land Trust property, offering unmatched privacy, woodland views, and access to scenic trails, picnic areas, and even a pathway that leads all the way to the Dudley Farm Farmers' Market. Outdoor living is impressive with a wrap-around Trex deck and patio and a new hot tub, ideal for entertaining or unwinding under the stars. Major home system upgrades include efficient 2-zone hydro-air system with updated components and a brand new Rheem Central Air Conditioning Unit, ensuring comfort and efficiency throughout the seasons. This is a rare opportunity to own a contemporary retreat in a highly desirable neighborhood that has been updated, is move-in ready and is truly one of a kind.

Full Property Details for 286 Weatherly Trail

General

  • Price: $620,000
  • Taxes: (July 2025-June 2026)
  • Status: Contingent
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24143305
  • Updated: 1/14/2026
  • Added to Site: 43 day(s) ago

Interior

  • Number of Rooms: 8
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Vaulted Ceiling, Balcony/Deck, Bedroom Suite, Full Bath, Hardwood Floor, 11.8 x 8.7, Main
  • Bedroom 1: Bedroom - Laminate Floor, 11.4 x 7.11, Lower
  • Bedroom 2: Bedroom - Laminate Floor, 6.7 x 9.7, Lower

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Balcony/Deck, Wood Stove, Sliders, Hardwood Floor, 14.11 x 14.6, Main
  • Kitchen: Kitchen - Remodeled, Quartz Counters, Pantry, Tile Floor, 8.3 x 13.5, Main
  • Dining Room: Dining Room - Vaulted Ceiling, Balcony/Deck, Built-Ins, Combination Liv/Din Rm, Sliders, Hardwood Floor, 13.6 x 9.4, Main
  • Office: Office - Sliders, Laminate Floor, 14.7 x 9.7, Lower
  • Game room: Yes
  • Game Room: Rec/Play Room - Patio/Terrace, Sliders, Laminate Floor, 11.6 x 9.7, Lower
  • Rec Room: Patio/Terrace, Sliders, Laminate Floor, 11.6 x 9.7, Lower
  • Laundry: Main Level
  • Other Room 1: Other - L-Shaped, Hardwood Floor, 11.7 x 15.3, Main

Exterior

  • Exterior Features: Deck, Gutters, Hot Tub
  • Color: Sage Green

Location

  • County: New Haven
  • Driving Directions: GPS friendly

School Information

  • Elementary School: Melissa Jones
  • Middle School: Adams
  • Intermediate School: Baldwin
  • High School: Guilford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Propane, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Partial, Partially Finished, Partial With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,812
  • Above Ground: 1,056 Sq. Ft.
  • Below Ground: 756 Sq. Ft.
  • Year Built: 1981

Lot Features

  • Lot Size (Acres): 2.22
  • Zoning: OSDI
  • Lot Description: Interior Lot, In Subdivision, Treed, Borders Open Space, Rolling

Financial Considerations

  • Assessment Amount: $262,780
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1116852

Listed by William Raveis Real Estate, DACEY COASTAL PROPERTIES TEAM AT WILLIAM RAVEIS, Heather Dacey

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Listing agent

— 286 Weatherly Trail —

  • Heather Dacey

    William Raveis Real Estate

Agent Contact: (203) 314-1301 Office Contact: (203) 453-0391

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 286 Weatherly Trail

School District:Guilford School District
NameGradesDistance
A. Baldwin Middle School
68 Bullard Drive, Guilford, CT 06437
5-61.7 mi
E. C. Adams Middle School
233 Church Street, Guilford, CT 06437
7-85 mi
Guilford High School
605 New England Road, Guilford, CT 06437
9-123.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 286 Weatherly Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/11/2025
Listed
$620,000
61.04%
MLS
12/03/2021
Sold
$385,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 286 Weatherly Trail

Year
Property Taxes
Change
Tax Assessment
Change
2024
$7,266
4%
$262,780
—
2023
$6,985
3%
$262,780
—
2023
$6,801
5%
$262,780
35%
2022
$6,489
2%
$195,150
—
2021
$6,366
1%
$195,150
—
2020
$6,305
1%
$195,150
—
2019
$6,251
2%
$195,150
—
2018
$6,104
-3%
$195,150
-9%
2017
$6,318
2%
$215,190
—
2016
$6,169
2%
$215,190
—
2015
$6,077
3%
$215,190
—
2014
$5,901
-6%
$215,190
-21%
2011
$6,273
—
$272,050
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by William Raveis Real Estate, DACEY COASTAL PROPERTIES TEAM AT WILLIAM RAVEIS, Heather Dacey

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286 Weatherly Trail, Guilford, CT 06437 (MLS# 24143305) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 286 Weatherly Trail is currently listed for $620,000 and was received on December 05, 2025. Want to learn more about 286 Weatherly Trail? 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.

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