Our Watercolour Artists are busy at work painting all 300 homes in the Hillside Historic District.    Needless to say the entire website may take a bit of time to complete.   Thanks for supporting our efforts.  This page may be slow to load ... We are low tech ... Be patient please.  Click on any house to view Historic Survey Documentations

First Avenue Gate
Temporarily Closed

37 Hillside Ave
C
ontributing Historical Structure
HHDNA Member

43 Hillside Ave
Contributing Historical Structure
FOR SALE

49 Hillside Ave
Contributing Historical Structure
HHDNA Member

53 Hillside Ave
Contributing Historical Structure
.

Second Avenue Gate
Temporarily Closed

67 Hillside Ave
Contributing Historical Structure
HHDNA Member

71 Hillside Ave
Contributing Historical Structure
SOLD $10,000

75 Hillside Ave
Contributing Historical Structure
.

79 Hillside Ave
Contributing Historical Structure
HHDNA Members 

Central Avenue Gate
Temporarily Closed

Hillside Avenue School
Non-Existing Structure
Destroyed by fire 1894


GO TO
BUCKINGHAM ST
CENTRAL  AVE
CLIFF  ST
COOKE ST
FIRST  AVE
FREDERICK ST
GAFFNEY  PL
GROVE  ST
HILLSIDE AVE
HOLMES  AVE
KELLOGG  ST
LYNDEN ST
MITCHELL AVE
NORTH MAIN ST
PINE  ST
PROSPECT  ST
RIDGEWOOD ST
SECOND  AVE
TROWBRIDGE ST
WOODLAWN

Circa:  1875
Queen Anne Style
Private Residence
Watercolour by M.I.C.


This is a wonderful old house from the later part of the 19th century.
It's leaded glass, double entry doors, paired gables, shingled window roofs and ornamentation make this house an appreciated neighbor in the overall streetscape.
Poised predominately on the corner of First Avenue and almost directly across from the imposing Benedict-Miller House, this structure is a great example of the massing, design and ornamentation of the Victorian era home.
Built as a one family dwelling, it remains the same today, and retains all the elegant characteristics of the original construction.
Of necessity, a fence was added in the late 1990's, and unlike the neighbor immediately to the West, care was taken and a faux wrought iron  fence was tastefully selected.
As is the case with the owner of 49 Hillside, this house is a restoration work in progress with anticipated results to make the neighborhood proud.
We say this without hesitation, as the owner is a talented artist with refinement and good taste.
In the rear, an enclosed courtyard type garden area has been created by enclosing the area with painted solid cedar fencing.  The custom designed rear gate with its Stained Glass Style insert is an appreciated work of art unto its own.
A two car detached garage and small off-street parking area are located within the south border of the property.
Beware of the dogs  :)

OWNER:
ASSESSMENT:
UPDATED
BETTY S JUDGE
$79,240
2002

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Circa:  1865
Queen Anne Style
Rental Property
Watercolour by M.I.C


THIS PROPERTY FOR SALE
Looking for Owner-Occupied

This little architectural gem is one of Tom Nalband's favorites, for its design elements and structural balance.
Believed to have been built before 1868, this house is significant to the area as one of the few examples of transitional Gothic Revival/Italianate style architecture.
The interior features an enclosed spiral staircase which ascends through the squared turret through to the 'attic' rooms which are walnut stained wainscot finish.
It is very difficult to determine the original configuration of the house, though it appears to have been constructed as a one family residence with an corner tiled fireplace on the first floor.
Today, the building is used as rental property, and is experiencing poor physical maintenance.
A chain link fence installed by former owner Richard Franks does not contribute to the appearance of the property unfortunately.
Unfortunately the significant exterior architectural featuring is covered with asbestos/ceramic siding and no photo is available of the house before the siding was applied.
Despite its current use and neglect, this house could be totally restored for a comparatively small investment and become a significant highlight of the entire area.
This house has a wonderful back yard (unusual for this area) and off-street parking for three vehicles.

OWNER:
ASSESSMENT:
UPDATED
ROBERT ZAPPONE
$45,500
2002

Circa:  1875
Queen Anne Style
Private Residence/Studio
Watercolour by J.R.


Originally constructed as an two family dwelling, this structure is twin to its sister dwelling next door at 53 Hillside Avenue.
The 12 or so rooms follow the same floor plan in both houses with ceilings over 9' and basements of over 10'
This house is a "restoration in progress" according to its owner, who is restoring the exterior as well as preserving the integrity of the interior.
Every board has to be stripped down to bare wood and every clapboard re-nailed.
Considering it was built with all gas lighting, one could understand that none of the original lighting fixtures are intact.
Full double hung windows in the basement level of the South and West are bordered by shutters and ivy creating a "Georgetown" garden effect in the back yard patio and shade garden area, as described by one prominent Boston area artist.
The dwelling is a one family home with a digital graphics studio in a portion of  the second floor.
Home has off-street parking for one vehicle on side.
This is also the home of the Hillside Website.

OWNER:

ASSESSMENT:
UPDATED
JOSEPH A REYNOLDS 
$64,120
2002

 

 

 

Circa:  1875
Queen Anne Style
Private Residence
Watercolour by J.R..


Positioned on the corner of Second Avenue, this house is well lighted and offers wonderful views of the area and streetscape.
The projecting gable has a wonderful round window and exterior design, while the front porch rail is all original and unique to the area.
Built as a two family house in the later part of the 19th century, it was later converted to three family, though today is being utilized as a single family dwelling.
if one were to count rooms, the total would be around a dozen.
Sister building to its next door neighbor at 49 Hillside, this home has the additional featuring of a dormer in the top story facing West.
The double windows on the first floor conceal a delightful window seat inside in the home's living room, and the home is warm and cozy.
as with many of the two family houses on Hillside, this dwelling has no fireplaces.
The rear of the property is adequate for parking of at least two vehicles off-street and is accessible from Second Avenue.

OWNER:


ASSESSMENT:
UPDATED
ALDO & BRENDA CIPRIANO
$39,620
2002

 

 

 



Circa:  1890
Queen Anne Style
Private Residence
Watercolour by A.P.S.


This is, without a doubt, the cutest house in Hillside.
Small by neighborhood standards, containing less than a dozen rooms, this architectural gem is well maintained and a feature of any neighborhood tour.
From the turned posts on the front porch to the projecting gable, the features of this house are plentiful and in beautiful balance.
This house was originally built as a single family home.
Being built into the Hillside, this dwelling sits atop a two story basement foundation, one story of which is finished for occupancy.
The gardens to the East, occupy property abandoned after a fire destroyed the adjacent dwelling once located as 63 Hillside Ave.
The abandoned lot was purchased at a tax auction and added to the overall property in
1988.
This house is always an optical delight with its well tendered window boxes and manicured hedge.

OWNER:

ASSESSMENT:
UPDATED
ROBERT SIGNOR
$58,800
2002

Circa:  1890
Queen Anne Style
Vacant/Vandalized
Watercolour by M.I.C


This house sits directly across from 70 Hillside, one of Connecticut's premier homesteads utilized for weddings and meetings.
Until 2001, this house was abandoned and vacant for half a decade.

To diminish the unpleasant impact on guests and the view from 70 Hillside's front rose gardens, Shep Wild purchased matching gray paint and his personnel painted the plywood covering windows and doors.
Neighbors installed flower boxes on the front of the house, and plant them annually.
This property was purchased by a new owner in July 2001, and is being converted to a two family rental property.
This house was originally built as a single family home, and as other houses in this one block, sits atop a two story basement, one level of which was at one time, suitable for living.
Electrical, plumbing and heating have been stolen long ago, and though the first floor and basement levels are boarded up, upper levels are open and exposed hosting birds, squirrels and raccoons.  Rot is beginning where clapboards have fallen off and windows occasionally fall out where sash has rotted.

OWNER:
ASSESSMENT:
UPDATED
KHAN ZEGHAM
$55,020
2002

Circa:  1885
Queen Anne Style
Rental
Watercolour by A.P.S.


These houses are deceivingly large, maintaining small street frontages and extending back and down for volume.
Approximate dimensions are 25' x 50'.
This house also sits on a two story basement, one level occupied, and is currently a four family house.
This is fine example of an early owner occupied Queen Anne style built as a one family home for the upper middle class of the late 19th century.
Fully attributed with a simple yet charming fire place in the original living room on the first floor, this house still retains the possibility of being restored to its original charm and elegance.
The architecture is concealed by the one color painted surface and minimalized maintenance.
A multicolor treatment with Victorian colours would bring this cute cottage like house to life.
One drawback to this property is the lack of off-street parking, and the other drawback to effective rehabilitation of the area is Waterbury itself.

OWNER:

ASSESSMENT:
UPDATED
AMERICO
ALDORANO
$50,190
2002


Circa:  1895
Queen Anne Style
Owner Occupied
Watercolour in progress


One of the larger multi-family dwellings on this area of the street and also built a little later than the rest.
Originally ornamented with fishscale shingles from second floor up, lower levels of clapboard and a projecting sun porch to the west, this imposing edifice is topped with its hexagonal towering peak and cross gable roof.
This house, as the others on this block, sits upon a two story foundation, the upper of which is inhabited.
This writer believes the building was originally a three family house, utilizing one dwelling unit per floor being the second, first and upper basement levels.
Today, the owner enjoys the second floor and fully finished (attic) living quarters.
The building also contains 4 dwelling unity between the first floor and upper basement.
The Southern uppermost level commands an extraordinary view of the city, being roughly five stories high in the back and significantly above the rooflines below.

OWNER:

ASSESSMENT:
UPDATED
DAVID & SHIRLEY WALFORD
$93,660
*
2002
LOWERED VIA APPEAL-NEW RATE NOT POSTED


Circa:  1800's
Queen Anne Style
Leased as School
Rendering/Coloration by J.R.eynolds


This building was demolished in 1894 after a devastating fire. The imposing structure was replaced with two multi family buildings.  As this web designer is not enthralled with either current structure, this insertion is for historical reference, and placed at its original location in the neighborhood.  Visit the related web page for the history of this early Waterbury school.
The deteriorated condition of the dwelling, dry timbers and oiled floors created an unstoppable inferno that could not be controlled by the fire apparatus of the day.

www.Hillside.Waterbury.com