Beautifully updated home! Located on a quiet cul-de-sac in a sought-after central Woodbridge neighborhood, Penny Lane blends timeless design with thoughtful modern upgrades throughout every corner. This custom-built, one-owner 4-bedroom, 4.5-bath Colonial features a dramatic two-story foyer and a sun-filled, open-concept layout perfect for today's lifestyle. The chef's kitchen showcases Sub-Zero and Wolf appliances, Quartz countertops, and a center island, flowing into a vaulted family room with fireplace, new skylights, and a 2021 roof. Formal living and dining rooms add versatility, and a private main-level office is ideal for remote work or study. The spacious main-level primary suite includes a walk-in closet and soaking tub, with three additional bedrooms and two full baths nearby. The finished walk-out lower level includes a large rec room with backyard access, a guest room, and a full bath-perfect for entertaining, extended stays, or multi-generational living. Highlights include refinished hardwood floors, 100+ recessed lights, updated lighting, all-new interior doors, hardware, closet systems, fresh paint, and all bathrooms remodeled 2025. Additional updates: 2022 repaved driveway, 2019 deck, central air, 2024 whole-house water filtration system, upgraded electrical service, and two fire-rated garage entry doors. Enjoy over an acre of level, private yard with a spacious deck-ideal for relaxing, entertaining, or play-all in the top-rated Amity School District.
Sold for $1,240,000
$1,240,000
66 Penny Lane, Woodbridge, CT 06525
4beds
5,328sqft
Single Family Residence
Built in 1994
2.04 Acres Lot
$1,357,200 Zestimate®
$233/sqft
$6,845 Estimated rent
Home value
$1,357,200
$1.25M - $1.49M
$6,845/mo
Zestimate® history
Owner options
List your home for rent
$6,845/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$6,845/mo
Rent Zestimate®
Refinance and save
$7,443/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$7,443/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Soaking tubTimeless designModern upgradesPrivate main-level officeSpacious deckDramatic two-story foyerVaulted family room
Zillow last checked:
Listing updated:
Listed by:
Tom J. Cavaliere 203-907-7800,
Coldwell Banker Realty 203-795-6000
Bought with:
Jessica Danard, REB.0793618
Coldwell Banker Realty
Source: Smart MLS,MLS#: 24098030
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Vaulted Ceiling(s), Full Bath, Stall Shower, Whirlpool Tub, Tile Floor
- Level: Main
Bedroom
- Features: Skylight, Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: French Doors, Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Hardwood Floor
- Level: Main
Kitchen
- Features: Remodeled, Dining Area, Kitchen Island, Pantry, Sliders, Hardwood Floor
- Level: Main
Living room
- Features: Cathedral Ceiling(s), Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Hardwood Floor
- Level: Main
Other
- Level: Lower
Rec play room
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Upper Level
Features
- Central Vacuum
- Windows: Thermopane Windows
- Basement: Full,Finished
- Attic: None
- Number of fireplaces: 3
Interior area
- Total structure area: 5,328
- Total interior livable area: 5,328 sqft
- Finished area above ground: 4,378
- Finished area below ground: 950
Property
Parking
- Total spaces: 4
- Parking features: Attached
- Attached garage spaces: 4
Features
- Patio & porch: Deck
Lot
- Size: 2.04 Acres
- Features: Cul-De-Sac
Details
- Parcel number: 1451831
- Zoning: A
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Ridge Vents, Windows
Community & HOA
Community
- Features: Library, Park
HOA
- Has HOA: No
Location
- Region: Woodbridge
Financial & listing details
- Price per square foot: $233/sqft
- Tax assessed value: $665,910
- Annual tax amount: $21,722
- Date on market: 5/22/2025
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2025 | Sold | $1,240,000-0.8%$233/sqft |
Source:  Smart MLS #24098030 Report a problem | ||
| 7/7/2025 | Pending sale | $1,250,000$235/sqft |
Source: Smart MLS #24098030 Report a problem | ||
| 5/22/2025 | Listed for sale | $1,250,000+4.3%$235/sqft |
Source: Smart MLS #24098030 Report a problem | ||
| 12/11/2024 | Listing removed | $1,199,000$225/sqft |
Source: Smart MLS #24056756 Report a problem | ||
| 10/29/2024 | Listed for sale | $1,199,000+139.8%$225/sqft |
Source: Smart MLS #24056756 Report a problem | ||
| 10/24/1994 | Sold | $500,000$94/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $21,722 -14.1% | $665,910 +22.2% |
| 2024 | $25,292 +3% | $544,740 |
| 2023 | $24,557 +3% | $544,740 |
| 2022 | $23,843 +2.6% | $544,740 |
| 2021 | $23,228 +2.7% | $544,740 |
| 2020 | $22,623 -8% | $544,740 -10.8% |
| 2019 | $24,579 +1% | $610,960 |
| 2018 | $24,335 +1% | $610,960 |
| 2017 | $24,096 +2.3% | $610,960 |
| 2016 | $23,546 +2.3% | $610,960 |
| 2015 | $23,009 +45% | $610,960 +34.6% |
| 2014 | $15,872 +2.4% | $453,880 |
| 2013 | $15,495 +1.2% | $453,880 |
| 2012 | $15,309 +2% | $453,880 |
| 2011 | $15,014 -0.1% | $453,880 |
| 2010 | $15,028 -0.9% | $453,880 -6.9% |
| 2009 | $15,160 +0.8% | $487,620 |
| 2008 | $15,033 +2.9% | $487,620 |
| 2007 | $14,609 +4.3% | $487,620 |
| 2006 | $14,009 +1.8% | $487,620 |
| 2005 | $13,761 -6.9% | $487,620 +14% |
| 2003 | $14,781 +22.2% | $427,560 +0.5% |
| 1996 | $12,094 | $425,530 |
Find assessor info on the county website
Neighborhood: 06525
Nearby homes
- $1,238,6005 bd6 ba7.2k sqft60 Penny Ln, Woodbridge, CT 06525Off Market
- $1,157,8004 bd5 ba5.6k sqft70 Penny Ln, Woodbridge, CT 06525Off Market
- $1,195,1005 bd6 ba4.3k sqft63 Penny Ln, Woodbridge, CT 06525Off Market
- $1,301,1004 bd4 ba5.6k sqft59 Penny Ln, Woodbridge, CT 06525Off Market
- $1,100,0005 bd4 ba4.7k sqft56 Penny Ln, Woodbridge, CT 06525Sold
- $1,299,7005 bd6 ba5k sqft67 Penny Ln, Woodbridge, CT 06525Off Market
- $1,457,6005 bd5 ba6.2k sqft49 Penny Ln, Woodbridge, CT 06525Off Market
- $1,238,3004 bd4 ba5.4k sqft53 Indian Trl, Woodbridge, CT 06525Off Market
Nearby schools
GreatSchools rating
- 9/10Beecher Road SchoolGrades: PK-6Distance: 2.1 mi
- 9/10Amity Middle School: BethanyGrades: 7-8Distance: 3.7 mi
- 9/10Amity Regional High SchoolGrades: 9-12Distance: 0.8 mi
Schools provided by the listing agent
- High: Amity Regional
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,357,200
2% more
+$27,144
With Zillow Showcase(estimated)
$1,384,344
- Connecticut
- New Haven County
- Woodbridge
- 06525
- 66 Penny Lane
Nearby cities
Nearby zip codes
Other Woodbridge Topics
