99 Sycamore Dr, Prospect, CT 06712
OFF MARKET

99 Sycamore Dr
Prospect, CT 06712

  • 2 Beds
  • 4 Baths
  • 1,488 sqft

$471,700

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $3,317/mo*
Refinance Your Home

$471,700

Trulia Estimate
as of Aug 5, 2026
Est. Refi. Payment $3,317/mo*
Refinance Your Home
2 Beds
4 Baths
1,488 sqft

Local Information

  • Map ViewExplore the area around 99 Sycamore Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
2009
Living Area
1,488 sqft
Price/Sqft
$317
Parking
Garage

About this House

Fully furnished 2bdrm, mstr bdrm on 1st fl,2.5 Bths. Loft and bonus room. Quiet cul de sac, very private. Great opportunity to live in this desirable 55+community. Full use of all community's amenities. Security and credit ch req. Available immediatelytenant will have full use of all community amenities- pool,tennis ct, exercise rm, clubhouse.
99 Sycamore Dr, Prospect, CT 06712 is a 2 bedroom, 4 bathroom, 1,488 sqft multi-family built in 2009. It last sold for $299,000 on Jun 1, 2017. More recently, it was listed as a rental in November 2014 with an asking price of $1,500 per month. That rental listing was removed on December 26, 2014. It is currently off market. The Trulia Estimate is $471,700, with a rent estimate of $2,433/month.

Home Details for 99 Sycamore Dr

Interior Features

Interior Details
BasementNumber of Rooms: 5Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 2009Year Updated: 2008
Property Type / Style
Property Type: Multi FamilyArchitecture: townhouse

Community

Units in Building: 190

Price History for 99 Sycamore Dr

DatePriceEventSource
06/01/2017$299,000Sold
N/A
12/26/2014$1,500ListingRemovedAgent Provided
11/20/2014$1,500Listed For RentAgent Provided
10/30/2014$330,000ListingRemovedAgent Provided
07/19/2014$330,000PriceChange
Agent Provided
05/02/2014$335,000Listed For SaleAgent Provided
07/11/2012$1,800ListingRemovedAgent Provided
06/09/2012$1,800PriceChange
Agent Provided
05/11/2012$2,000Listed For RentAgent Provided
08/28/2009$306,205Sold
N/A

Market trends in Prospect

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
3MoM
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Property Tax and Assessment

Year2025
Tax$7,356
Assessment$287,700
Home facts updated by county records

Comparable Sales for 99 Sycamore Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
23 Merriman Lane, Prospect, CT
1.14
Multi-Family Home
$415,500
10/01/25
3
2
1,700
81 Glenstone Road, Waterbury, CT
1.03
Multi-Family Home
$459,000
08/22/25
6
3
2,541
92 Glenstone Road, Waterbury, CT
1.00
Multi-Family Home
$480,000
05/28/26
6
2.5
2,499
35 Morris Road, Prospect, CT
1.31
Multi-Family Home
$520,000
11/14/25
7
4
2,657
106 Hillhouse Rd, Waterbury, CT
1.73
Multi-Family Home
$285,000
12/03/25
3
3
2,117
49 Birchfield Drive, Waterbury, CT
1.90
Multi-Family Home
$430,000
02/13/26
4
2.5
1,433
500 Plank Road, Waterbury, CT
1.73
Multi-Family Home
$370,000
12/29/25
6
2
1,488
2784 East Main Street, Waterbury, CT
1.61
Multi-Family Home
$445,000
06/25/26
6
3
2,860
2192 Waterbury Road, Cheshire, CT
1.69
Multi-Family Home
$510,000
06/01/26
6
3
2,960
40 Leaf Avenue, Waterbury, CT
2.13
Multi-Family Home
$360,000
04/03/26
3
2
1,921

Nearby homes

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Assigned Schools

These are the assigned schools for 99 Sycamore 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 Prospect

At least 52 Trulia users voted on each feature.

  • 89 % Say parking is easy

  • 89 % Say car is needed

  • 88 % Say yards are well-kept

  • 73 % Say there's holiday spirit

  • 73 % Say there's wildlife

  • 68 % Say it's quiet

  • 60 % Say neighbors are friendly

  • 59 % Say it's dog friendly

  • 54 % Say they plan to stay for at least 5 years

  • 50 % Say kids play outside

  • 46 % Say people would walk alone at night

  • 29 % Say there are community events

  • 27 % Say it's walkable to grocery stores

  • 25 % Say there are sidewalks

  • 19 % Say it's walkable to restaurants

  • 18 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Mary Mcgrath
    "I have a dog and most neighbors have animals. Very pet friendly neighborhood and friendly neighbors when you go out "
    0
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  • Tracy Graves
    "It’s private and well maintained. Peaceful and a lot of community involvement of keeping your neighborhood clean."
    0
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  • Jlee093074
    "There’s plenty of room to run and walk your dog. Sidewalks are an issue in some areas, but overall a great area to have a dog."
    0
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  • Monica F.
    "Great neighborhood to live in. Everyone in the town knows each other one way or another, most kids grow up with the same friends/classmates their entire school career. Neighbors are super friendly and the town is very safe with no crime. "
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  • Monica F.
    "Dog owners would love that there is a regular park right in town, and that (in being so close to cheshire) it is right near a fenced dog park. Most small streets are safe for walking dogs, but its not recommended on main roads."
    0
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  • CM
    "Relatively easy to get on route 84 and route 8 and it’s convenient spot in the valley makes it easy to get to any store you would need to go to within around 30 minutes "
    0
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  • Joanne
    "It’s quiet and people are friendly. Everything is close and convenient. Neighborhood is safe and is dog friendly."
    1
    Flag
  • Lauren P.
    "I’ve lived in prospect for 22 years. It’s quiet, there are great schools, and everyone knows each other. It’s a wonderful community!"
    0
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  • Jan
    "I’ve lived in the area for 10 years. It’s a great place to raise a family. Love the small town not too many with a small town feel. It’s refreshing yet still populated enough to keep your privacy."
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  • Tj L.
    "great town lots of parks and fun things to do just moved here and me and my family love it already everyone in the town is friendly "
    0
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  • Kellyajxn
    "Love the small town charm & local small businesses, although my favorite part about prospect is the amazing school system!"
    1
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  • Jennifer c.
    "The homes are close enough to be able to regularly see & converse w/ your neighbors, but also spaced out enough to have privacy when ya need/want it. Everyone’s willing to lend a helping hand or keep an eye out for things out of the ordinary. A great community."
    1
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  • Aeromotivedist
    "We live in the most cohesive and careing neighborhood anywhere. People reach out to help and nobody is left out. what a dream to be a part of such a group."
    1
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Homes for sale near 99 Sycamore Dr

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Off Market Homes Near 99 Sycamore Dr

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