2 Twinbrook Dr, Woodbridge, CT 06525
OFF MARKET

2 Twinbrook Dr
Woodbridge, CT 06525

  • 5 Beds
  • 4.5 Baths
  • 5,408 sqft (on 2 acres)

$1,126,900

Trulia Estimate
as of Jun 29, 2026
Est. Refi. Payment $7,696/mo*
Refinance Your Home

$1,126,900

Trulia Estimate
as of Jun 29, 2026
Est. Refi. Payment $7,696/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,408 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 2 Twinbrook Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Beautiful Woodbridge Home...With Lease to Own Option! From the inviting double front doors to the graceful curved walls and arched moldings, the attention to detail sets this special home apart. Built in 1996 by Jim Urbano, known for quality construction, and lovingly maintained by current owner, 2 Twinbrook features hardwood floors, oversized windows allowing for wonderful natural light, and a flexible open floorplan. Bright and spacious white cabinet kitchen with stainless appliances includes double wall oven, granite breakfast bar, pantry and sunny breakfast nook. Adjacent and open to kitchen is the family room with fireplace featuring sliders to two-tired trex deck with motorized awnings and a hot tub on lower level. Bonus space above garage has built-in entertaininment center and full bath and is ideal for guest room or media room. The second floor features master bedroom with two walk-in closets and gorgeous bath. Three add'l bedrooms, full bath and laundry room complete the second floor. Third floor can be used as guest bedroom with ensuite bath (perfect for au pair) or as home office or studio. Walk-out LL to patio is the quintessential recreation room. Amazing opportunity to own in award-winning school system! Security, mudroom, wired for generator, propane line to deck for firepit and grill, Klipsch speakers, entertainment center, multi heat, CA, shed, central vac, security, azek-like trimmed portico, and more! Easy commute to New Haven, shopping &more!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2 Twinbrook Dr

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 2 Twinbrook Dr

DatePriceEventSource
09/03/2019$550,000Sold
N/A
07/23/2019$579,000PendingAgent Provided
06/15/2019$579,000PriceChange
Agent Provided
04/09/2019$599,000PriceChange
Agent Provided
02/22/2019$639,000Listed For SaleAgent Provided
11/23/2018$699,000ListingRemovedAgent Provided
09/13/2018$699,000PriceChange
Agent Provided
07/19/2018$720,000PriceChange
Agent Provided
05/11/2018$735,000Listed For SaleAgent Provided
05/27/1999$625,000Sold
N/A
10/22/1996$545,986Sold
N/A

Market trends in Woodbridge

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
2MoM
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Property Tax and Assessment

Year2025
Tax$21,475
Assessment$658,350
Home facts updated by county records

Comparable Sales for 2 Twinbrook Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
89 Pease Road, Woodbridge, CT
0.12
Single-Family Home
$680,000
07/25/25
3
2.5
2,390
119 Pease Road, Woodbridge, CT
0.36
Single-Family Home
$688,000
08/01/25
3
2.5
2,376
71 Beecher Road, Woodbridge, CT
0.42
Single-Family Home
$1,025,000
05/15/26
5
3.5
3,892
6 Brookside Drive, Woodbridge, CT
0.85
Single-Family Home
$640,000
02/03/26
6
4
3,659
86 Rimmon Road, Woodbridge, CT
0.50
Single-Family Home
$549,000
07/10/25
3
2.5
2,427
24 Pleasant Hill Road, Woodbridge, CT
0.92
Single-Family Home
$880,000
12/31/25
3
4
4,651
81 Deer Run Road, Woodbridge, CT
0.90
Single-Family Home
$907,500
05/21/26
4
3.5
3,389
10 Brookside Drive, Woodbridge, CT
0.89
Single-Family Home
$625,000
03/06/26
3
3
3,305
19 Robin Road, Woodbridge, CT
0.99
Single-Family Home
$1,170,000
04/30/26
5
3.5
4,341
19 Beecher Road, Woodbridge, CT
0.65
Single-Family Home
$580,000
04/20/26
3
1.5
1,576

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Twinbrook Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Woodbridge

At least 28 Trulia users voted on each feature.

  • 97 % Say car is needed

  • 92 % Say yards are well-kept

  • 89 % Say parking is easy

  • 81 % Say it's quiet

  • 80 % Say it's dog friendly

  • 78 % Say there's wildlife

  • 77 % Say there's holiday spirit

  • 68 % Say neighbors are friendly

  • 64 % Say they plan to stay for at least 5 years

  • 58 % Say people would walk alone at night

  • 40 % Say there are community events

  • 37 % Say kids play outside

  • 23 % Say it's walkable to restaurants

  • 18 % Say it's walkable to grocery stores

  • 17 % Say streets are well-lit

  • 15 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Larst04
    "Woodbridge day, library events, summer concerts on the green, Jcc, trunk or treat, dog park…………………. "
    0
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  • Christophermperry3
    "Old people walk. Woodbridge, Connecticut, has experienced a growth in its tax rate, which has become one of the highest in the state. This increase places a significant burden on homeowners, as the town has seen limited growth in its Grand List, which is a record of all taxable property. This situation means that fewer business activities and new developments occur to offset the tax increases, leading to a heavier tax load on the current residents and potentially stalling economic growth and new investment in the town."
    0
    Flag
  • Larst04
    "Work from home commute can be an issue in the flats area. 95 and Merritt close by. Leave early to avoid issues"
    1
    Flag
  • Christophermperry3
    "After moving to Woodbridge to raise a family in the cherished school system, I have buyer's remorse due to the town's struggle to keep its ballooning costs down. The coveted elementary school lacks repairs and has multiple significant capital costs the town has differed for many years. The demographic is lopsided, and it's difficult for young children to have similar age groups nearby. Most interaction must be through organized sports and play dates. This one restaurant town is barely worth visiting as its most famous attraction is golf courses. There is a lack of sidewalks, Street lights, and services such as trash pickup. People in the neighborhood wave, but there is a lack of formal outreach. The only enjoyable trait is the town is quiet."
    0
    Flag
  • Burneasetravel
    "Commute isn’t bad at certain times of the day. We are very close to the Train stations in the area. "
    0
    Flag
  • Stas S.
    "As a dog owner I love that I can walk around the neighborhood without worrying about cars and how quiet it is."
    1
    Flag
  • Larst04
    "Various gatherings in town, Boy Scout Group events, fund raisers and Truck or Treat at the firehouse are a few examples "
    1
    Flag
  • Dirk Diggler
    "Woodbridge is fine if you're upper middle class, value the school system above all other tax expenditures, are willing to deal with a slowly changing culture, and a lack of community not based within the educational system. It's beautiful, wooded, and really close to New Haven. "
    3
    Flag
  • Ajsantelises
    "We all care for the well-being and security of our community. It’s a pet friendly neighborhood. Public services excellent. "
    2
    Flag
  • Larst04
    "I work from home no commute shopping not too far. Basically stay local or go into orange on Boston post road "
    1
    Flag
  • Annamariebloch
    "No public transportation locally except for Uber. Train service is available to nyc and Boston. 4 international airports within an hour."
    1
    Flag
  • Annamariebloch
    "Very quiet. Feels like we are in the country surrounded by forests, yet we are minutes from shopping, restaurants and Yale! It is the best of both worlds!"
    3
    Flag
  • Annamariebloch
    "Amazing school system. Very low crime. Close to New York City yet our neighborhood is surrounded by forests."
    2
    Flag
  • Linda r.
    "Quiet, beautiful neighborhood with good schools. Must have a car. One and a half acre zoning keeps houses spread far apart and you have to make an effort to meet your neighbors."
    0
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  • Russamar99
    "I have lived here for 23 years and I love it neighbors very friendly and helpful safe and peaceful. "
    0
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  • healingguides
    "Woodbridge is centrally located. It is the best of both worlds. Living in the country but easy access to anything you can think of while living in a very peaceful environment. The schools are top rated. The best educational system in Connecticut. Woodbridge is very well kept. The roads are always plowed quickly when it snows. I've never before seen such excellent attention paid to the upkeep of the roads during storms before with any other city or town. The police and fire department are also very efficient. You can count on them to answer an emergency call quickly. Woodbridge has many nice walking trails. Antonio's on Amity Rd. is a great restaurant. Athens diner on Whalley Ave. is a good place for breakfast. Orange and Milford has many great stores close by and in the opposite direction you have Hamden and North Haven. Not to mention that we are located in New Haven County. A beautiful place to live with many great assets and accessibilities. Three major hospitals are located nearby. Easy access to the Merritt Parkway. A safe and healthy environment to raise a family. It's all pro's I can't find any con's with living in Woodbridge unless you don't like peace and quiet. It's a normal sight to see deer or turkeys walking through your yard. When you leave your work day behind you want to come home to a peaceful carefree environment and this is the place to be. And if you work in New Haven it is a stones throw away not an hour or more drive on a major highway because you are stuck in 5 O'clock traffic. Some things to consider when doing your house hunting. Good Luck in your search. "
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Homes for sale near 2 Twinbrook Dr

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Off Market Homes Near 2 Twinbrook Dr

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2 Twinbrook Dr, Woodbridge, CT 06525 is a 5 bedroom, 5 bathroom, 5,408 sqft single-family home built in 1996. This property is not currently available for sale. 2 Twinbrook Dr was last sold on Sep 3, 2019 for $550,000. The current Trulia Estimate for 2 Twinbrook Dr is $1,126,900.