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$560,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,593 Sq. Ft.
  • 2 Car Garage
  • Updated 10 hours ago

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Open House: 5:00 PM - 7:00 PM

Friday 10/16 5:00 PM - 7:00 PM

104 Periwinkle Drive #104,Middlebury, CT 06762

104 Periwinkle Drive #104MiddleburyCT06762

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Welcome to Benson Woods, a desirable 55+ community! This beautiful freestanding Hopkins Model offers spacious rooms, soaring ceilings, and stylish features throughout. The spacious kitchen is a standout, featuring rich wood cabinetry, stainless steel appliances, abundant counter space, and an oversized center island with seating-perfect for casual dining and entertaining. The kitchen opens to the impressive Living and Dining Room, where soaring ceilings and beautiful hardwood floors create a bright, airy atmosphere. The first-floor primary suite offers two walk-in closets and a private bath with a double-sink vanity, large walk-in shower, and generous soaking tub. A second bedroom, convenient half bath, and laundry room complete the main level, providing comfortable one-floor living. Upstairs, a sun-filled loft overlooks the Living and Dining Room below. A second full bath and separate bonus room offer flexible space for a home office, hobby room, or guests. Additional highlights include hardwood floors in the Living Room, Dining Room, and hallway, a gas range, and a gas hookup on the back deck for convenient grilling-no propane tanks needed! With its inviting layout, spacious kitchen, and versatile living spaces, this lovely Hopkins Model offers the perfect opportunity to enjoy comfortable, low-maintenance living in Benson Woods. Come see all this wonderful home has to offer!

Full Property Details for 104 Periwinkle Dr #104

General

  • Price: $560,000
  • HOA FEE: $600/month
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Condo
  • Source: SMARTMLS
  • MLS ID: 24214764
  • Updated: 10/15/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 2
  • Primary Bedroom: Primary Bedroom, Main
  • Bedroom 1: Bedroom, Main

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Office: Office, Upper
  • Loft: Loft, Upper

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage, Under House Garage

Location

  • County: New Haven
  • Complex: Benson Woods
  • Driving Directions: GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Grounds Maintenance, Trash Pickup, Snow Removal, Property Management, Road Maintenance
  • Pets Allowed: Yes
  • Pet Restrictions: restrictions

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: 50 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Ranch
  • Model: Hopkins
  • Construction Status: No/Resale
  • Exterior Const.: Hardie Board
  • Basement Desc.: Full
  • Attic: Yes
  • Unit on End: Yes
  • Square Feet: 2,593
  • Above Ground: 2,593 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Zoning: PRD
  • Lot Description: Level Lot

Financial Considerations

  • Association Fee: $600
  • Assoc Fee Freq.: Monthly
  • Assessment Amount: $277,800
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2405170

Listed by Re/Max Rise, Heather Crabtree

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Listing agent

— 104 Periwinkle Dr #104 —

  • Heather Crabtree

    Re/Max Rise

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 104 Periwinkle Dr #104

School District:Regional School District 15
NameGradesDistance
Long Meadow Elementary School
65 North Benson Road, Middlebury, CT 06762
PK-50.5 mi
Memorial Middle School, Middlebury, CT
1 Memorial Drive, Middlebury, CT 06762
6-83.8 mi
Pomperaug Regional High School
234 Judd Road, Southbury, CT 06488
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 104 Periwinkle Dr #104 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/15/2026
Listed
$560,000
49.33%
MLS
10/09/2020
Sold
$375,000
—
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 104 Periwinkle Dr #104

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,034
—
$277,800
—
2023
$9,056
1%
$277,800
—
2023
$8,962
3%
$277,800
—
2022
$8,684
—
$277,800
—
2021
$8,684
-11%
$277,300
—
2020
$9,733
5%
$277,300
—
2019
$9,262
3%
$277,300
—
2018
$9,015
3%
$277,300
—
2017
$8,732
7%
$277,300
6%
2016
$8,137
3%
$262,400
—
2015
$7,903
3%
$262,400
—
2014
$7,699
2%
$262,400
—
2011
$7,573
—
$262,400
—
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.

Estimate the Cost for 104 Periwinkle Dr #104

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Re/Max Rise, Heather Crabtree

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104 Periwinkle Drive #104, Middlebury, CT 06762 (MLS# 24214764) is a Condo property with 2 bedrooms, 2 full bathrooms and 1 partial bathroom. 104 Periwinkle Drive #104 is currently listed for $560,000 and was received on October 15, 2026. Want to learn more about 104 Periwinkle Drive #104? Do you have questions about finding other Condo real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

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