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$1,000,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 3,532 Sq. Ft.
  • 3 Car Garage
  • Updated 2 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 2/21 12:00 PM - 2:00 PM

2111 Jennifers Drive,Guilford, CT 06437

2111 Jennifers DriveGuilfordCT06437

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Join us at 2111 Jennifers Drive on:

  • Open House: 12:00 PM - 2:00 PM

    Sunday 2/22 12:00 PM - 2:00 PM

    2111 Jennifers Drive,Guilford, CT 06437
    2111 Jennifers DriveGuilfordCT06437
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Nestled at the end of a quiet cul-de-sac with city water, this impeccably maintained 4-bedroom, 3-bath home blends timeless elegance with modern comfort, offering easy access to Rt 1, I-95, and the historic Guilford Green. Set on 1.84 private, park-like acres with a circular driveway, the property offers stunning curb appeal and tranquility. The light-filled interior features freshly painted walls and professionally refinished oak hardwoods throughout. Upgrades abound, including brand-new 3-inch wood blinds and sealed LED recessed lighting with adjustable tones. The heart of the home is a kitchen with white cabinetry and stainless steel appliances, flowing into a living area with a classic brick fireplace. For those working from home, a dedicated office or flexible multifunction room provides the perfect workspace. A massive 772 sq. ft. family room with 20-foot ceilings and a full bath offers incredible versatility for guests or multi-generational living. Upstairs, the primary suite features a walk-in closet and jacuzzi tub. Practicality is prioritized with laundry hookups on both the second floor and the basement. The large attic and basement footprint provide massive storage and future expansion potential, including a walk-up attic and a framed, drywalled basement ready to finish. Outdoor living is a dream with a maintained deck, fire pit, smart irrigation, and an oversized shed with a gravel drive for boat or RV parking. With a 3-car garage, this home is truly turnkey.

Full Property Details for 2111 Jennifers Dr

General

  • Price: $1,000,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24153674
  • Updated: Today (2/21/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 9
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Primary Bath - Doubl, 12.4 x 8.11, Upper
  • Full Bath: Tub w/Shower, Tile Floor, 9.6 x 5, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, 19.7 x 15.11, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13.11 x 11.8, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 13.4 x 11, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 13.9 x 13.4, Upper

Other Rooms

  • Great Room: Great Room - 9 ft+ Ceilings, Cathedral Ceiling, Ceiling Fan, Hardwood Floor, 30.4 x 23.3, Main
  • Family Room: Family Room - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 17.5 x 15.2, Main
  • Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Dining Area, Island, Pantry, Sliders, Hardwood, 16.11 x 21.6, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, 13.11 x 13.4, Main
  • Office: Office - 9 ft+ Ceilings, French Doors, Hardwood Floor, 15.11 x 13.4, Main
  • Laundry: Lower Level, Upper Level

Exterior

  • Exterior Features: Underground Utilities, Shed, Deck, Garden Area, Underground Sprinkler
  • Color: grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage, Under House Garage

Location

  • County: New Haven
  • Driving Directions: West Lake Ave to Old New England Rd to Jennifers Dr. On the right at the end of the cul de sac

School Information

  • Elementary School: Per Board of Ed
  • Middle School: Adams
  • Intermediate School: Baldwin
  • High School: Guilford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Sump Pump, Storage, Garage Access, Interior Access, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,532
  • Above Ground: 3,532 Sq. Ft.
  • Year Built: 2006

Lot Features

  • Lot Size (Acres): 1.84
  • Zoning: R-7
  • Lot Description: In Subdivision, Level Lot, On Cul-De-Sac, Professionally Landscaped, Open Lot

Green Features

  • Energy Features: Programmable Thermostat, Thermopane Windows

Financial Considerations

  • Assessment Amount: $521,010
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2489707

Listed by William Pitt Sotheby's Int'l, Barbara Goetsch

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Listing agent

— 2111 Jennifers Dr —

  • Barbara Goetsch

    William Pitt Sotheby's Int'l

Agent Contact: (203) 927-7146 Office Contact: (203) 453-2533

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 2111 Jennifers Dr

School District:Guilford School District
NameGradesDistance
A. W. Cox School
143 3 Mile Course, Guilford, CT 06437
K-42.4 mi
E. C. Adams Middle School
233 Church Street, Guilford, CT 06437
7-82.5 mi
Guilford High School
605 New England Road, Guilford, CT 06437
9-120.5 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 2111 Jennifers Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/21/2026
Listed
$1,000,000
69.64%
MLS
8/24/2009
Sold
$589,500
—
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 2111 Jennifers Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,406
4%
$521,010
—
2023
$13,848
3%
$521,010
—
2023
$13,484
9%
$521,010
40%
2022
$12,333
2%
$370,930
—
2021
$12,100
1%
$370,930
—
2020
$11,985
1%
$370,930
—
2019
$11,881
2%
$370,930
—
2018
$11,603
3%
$370,930
-3%
2017
$11,243
2%
$382,940
—
2016
$10,979
2%
$382,940
—
2015
$10,814
3%
$382,940
—
2014
$10,500
-11%
$382,940
-25%
2011
$11,775
—
$510,610
—
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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NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Barbara Goetsch

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2111 Jennifers Drive, Guilford, CT 06437 (MLS# 24153674) is a Single Family property with 4 bedrooms and 3 full bathrooms. 2111 Jennifers Drive is currently listed for $1,000,000 and was received on February 21, 2026. Want to learn more about 2111 Jennifers 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.

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