50 Deepwood Dr, Hamden, CT 06517
OFF MARKET

50 Deepwood Dr
Hamden, CT 06517

  • 4 Beds
  • 3.5 Baths
  • 2,673 sqft (on 1 acre)

$1,168,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $7,984/mo*
Refinance Your Home

$1,168,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $7,984/mo*
Refinance Your Home
4 Beds
3.5 Baths
2,673 sqft
(on 1 acre)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

English Style Country Home built by three-time Pulitzer Prize Winning Playwright and Novelist Thornton Wilder, is set on exclusive Deepwood Dr. at the edge of a promontory offering panoramic views of New Haven and East Rock. Intricate woodwork, hardwood floors, wonderful views.
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
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 50 Deepwood Dr

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Breakfast Nook, Dining Room, Laundry Room, Library, Master Bath, Office, Pantry
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1929
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 50 Deepwood Dr

DatePriceEventSource
07/30/2021$797,000Sold
Smart MLS #170400626
06/03/2021$795,000ContingentSmart MLS #170400626
05/22/2021$795,000PriceChange
Smart MLS #170400626
05/18/2021$875,000Listed For SaleSmart MLS #170400626
05/14/2010$735,000Sold
Smart MLS #M9121597
04/07/2010$729,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$35,455
Assessment$683,410
Home facts updated by county records

Comparable Sales for 50 Deepwood Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
64 Blake Road, Hamden, CT
0.11
Single-Family Home
$888,888
12/18/25
6
3.5
3,454
35 Deepwood Dr, Hamden, CT
0.06
Single-Family Home
$500,000
08/04/25
4
3.5
1,750
185 Blake Road, Hamden, CT
0.28
Single-Family Home
$875,000
07/25/25
4
4
3,797
855 Prospect Street, Hamden, CT
0.34
Single-Family Home
$550,000
02/27/26
5
3
2,646
90 Heloise Street, Hamden, CT
0.28
Single-Family Home
$625,000
03/06/26
5
2.5
3,093
19 Armory Street, Hamden, CT
0.17
Single-Family Home
$437,500
02/13/26
4
2
1,616
43 Mulberry Hill, Hamden, CT
0.64
Single-Family Home
$695,000
01/23/26
3
3.5
3,844
22 Bryden Terrace, Hamden, CT
0.29
Single-Family Home
$450,000
09/10/25
3
2
2,544
52 Lillibridge Court, Hamden, CT
0.57
Single-Family Home
$522,500
08/27/25
4
2.5
3,072
90 Augur Street, Hamden, CT
0.34
Single-Family Home
$410,000
05/28/25
3
1.5
2,262

Nearby homes

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Assigned Schools

These are the assigned schools for 50 Deepwood 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 Hamden

At least 358 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 84 % Say car is needed

  • 83 % Say parking is easy

  • 77 % Say there are sidewalks

  • 73 % Say yards are well-kept

  • 71 % Say there's holiday spirit

  • 66 % Say it's quiet

  • 63 % Say streets are well-lit

  • 57 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 54 % Say it's walkable to restaurants

  • 52 % Say it's walkable to grocery stores

  • 50 % Say there's wildlife

  • 50 % Say they plan to stay for at least 5 years

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Luna Najera
    "It’s a dog friendly neighborhood. Many dogs and their humans can be seen walking the streets. People usually clean after them, though sometimes not."
    1
    Flag
  • Aidanmaxx42
    "Lots of sidewalks and street lights, however crime at night is a problem especially if you are a woman."
    0
    Flag
  • Winsher Taina Desir
    "Great access to public transport and very quiet areas. Everything is closed by like gym, groceries store. Very peaceful "
    0
    Flag
  • Domoniqueroberts1985
    "It’s quiet and friendly people a loud of stores around a lot of dogs a lot of restaurants around also "
    0
    Flag
  • Jaime Del gallego
    "There are many families around here and activities for kids. You should have a car because is not easy get a bus "
    0
    Flag
  • Domoniqueroberts1985
    "It’s quite everyone stays to themselves I’m close to a lot of stores the bus line is right here it’s a lot of restaurants also"
    0
    Flag
  • Jim Blanchard
    "There are two churches at each end of the street. They serve meals to less fortunate people. They sell pumpkins, etc. to raise money. "
    0
    Flag
  • Gdmd4b6ct5
    "We have no community events only thing that makes the neighborhood special is peace and friendly neighbors "
    3
    Flag
  • Pamforsythe46
    "Great family friendly neighborhood. Parks close by. Schools are close as well. Well maintained properties. G close to highways and shopping centers."
    1
    Flag
  • Kramnni
    "There is easy access to highways and the traffic is usually manageable. Traffic on the side roads is usually very light so it’s easy to get to highways."
    2
    Flag
  • Coreyagordon
    ""Hamden" is a very beautiful, family oriented sleepy town. Everyone is neighborly. The neighborhoods are safe and very quiet. "
    12
    Flag
  • David M.
    "Been in a nice quiet part of town for 6 months and everyone is friendly. Lots of dog owners and loving using the PATH"
    4
    Flag
  • Yomiakanji
    "I don’t really care. People can walk their dogs only on a leash and pick up door waster after their dogs. "
    8
    Flag
  • Yomiakanji
    "I self drive - do not typically use public transportation. It appears that many people use public transport though - buses are hardly ever full. "
    2
    Flag
  • Nyiesha B.
    "Easy commute to work at Yale, and was an easy commute for my child to go to Hamden High School, Hamden Middle School, and Church Street Schools. "
    1
    Flag
  • Charmiemsmith
    "Food truck festival twice a year, free concert series, cultural awareness calendar of events have made this an open safe space "
    0
    Flag
  • Brianna S.
    "concerts, farmer markets and Christmas tree selling. the library is a community hub. it's family friendly. everyone knows you and you feel safe. It is also private and the neighbors are always willing to help and pitch in. It's beautiful and quiet. There are birds, deer and other wildlife. "
    1
    Flag
  • Brandon M.
    "there are many families in Hamden they make me feel very welcomed in the areas I just love the environment of the people"
    0
    Flag
  • Manuel S. C.
    "Block party, food festivals, kids games and adults soccer league games, every summer the city have town festivals that most of Hamden natives participate "
    0
    Flag
  • Manuel S. C.
    "They like living in Hamden, lots of area to walk the dogs, a beautiful dog park off Skiff Avenue. The other dog lovers like myself enjoys walking our dog on sidewalks "
    1
    Flag
  • Alicenewton151
    "Concerts in movie night cookouts meet your neighborIt’s a real good neighborhood you live in very safe environment easy to walk up to Hamden Plaza I love it"
    3
    Flag
  • Manuel S. C.
    "Block party for Kidd’s, the fair hosted by city hall, all different sports played by different age group "
    0
    Flag
  • Clairfink
    "professionals live here, we are rural but close enough to everything. Plus, there are horses, cows, and chickns here."
    0
    Flag
  • Vinnythetaper
    "people walk their dogs car drive to fast on are streets all the time daybor night on a one way street "
    0
    Flag
  • Stephen W.
    "People are often walking dogs in the area. Very pet friendly. Lots of walking routes. People are good about cleaning up as well."
    1
    Flag
  • Clairfink
    "I have lived here for 3 decades. Our neighborhood is unique in that we are all professionals, looking out for each other."
    0
    Flag
  • Stephen W.
    "Good diverse neighborhood that’s affordable and close to New Haven. Schools need to be redistricted to benefit all"
    0
    Flag
  • Nairobi O.
    "Not a nice neighborhood package store in front people that don’t live in area park in front and sit in front to drink"
    0
    Flag
  • Armando H.
    "Dog owners like to let their dogs explore and adventure. There’s plenty of space to do so in Hamden. Properties up here are big and can accommodate the desire to exist in nature while maintaining a relationship to modern amenities."
    10
    Flag
  • k. a.
    "grew up here and raising my family here too. decent schools but good proximity to everything and everywhere"
    1
    Flag
  • Hol C.
    "Great, well kept neighborhood. My wife and I love it here. Lots of younger families moving in. Up and coming! "
    1
    Flag
  • Anthony H.
    "Quiet neighborhood with an easy walk to the park. Grocery, pharmacy and corner store in walking distance. Clean neighborhood and great lan care."
    0
    Flag
  • Leyendaharley
    "Sleeping Giant Park is beautiful, friendly people, close to lots of amenities, Farmington canal trail, dog friendly"
    0
    Flag
  • AmariMomma
    "my neighborhood is 50/50 , traffic is high, neighbors are nosey but for some strange reason it's quite.. I would stay here but im too far from everything ... "
    0
    Flag
  • Mary E.
    "Quick access to rt10 to 91 to 95s to city of New Haven for cultural purposes, interesting historical places, Yale arts, repertory theatre, long wharf theatre an Schubert theatre!"
    2
    Flag
  • ASR
    "We’re near the border with New Haven and downtown is not too far but there’s great and easy access to highways though you’d need a car. "
    1
    Flag
  • Mary E.
    "Only been here a short time, but all of the people I’ve met while shopping or frequenting gas stations, restaurants, post office personnel have been lovely, and go out of their way to be helpful and informative and friendly "
    4
    Flag
  • Ccristinaperezz
    "Great area to settle down with kids. Safe to an extent. Would definitely recommend to live. Great schools and restaurants to drive to. "
    0
    Flag
  • Jiasalvatore
    "Nice and quiet with minimal traffic. Drive 1.5miles and have all necessary stores to shop, eat, etc."
    1
    Flag
  • Cherronjordan
    "Mix neighborhood with one family homes and multi-family homes. You may see foxes and coyotes in the area."
    0
    Flag

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50 Deepwood Dr, Hamden, CT 06517 is a 4 bedroom, 4 bathroom, 2,673 sqft single-family home built in 1929. This property is not currently available for sale. 50 Deepwood Dr was last sold on Jul 30, 2021 for $797,000. The current Trulia Estimate for 50 Deepwood Dr is $1,168,500.