21 Skyline Dr, Prospect, CT 06712
OFF MARKET

21 Skyline Dr
Prospect, CT 06712

  • 3 Beds
  • 2.5 Baths
  • 2,500 sqft (on 1.30 acres)

$584,500

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $3,038/mo*
Refinance Your Home

$584,500

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $3,038/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,500 sqft
(on 1.30 acres)

Local Information

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

Description

LOCATION-LOCATION-LOCATION! Well kept subdivision of custom homes on cul-de-sac bordering golf course. Detailed seller has updated our 8 rm Colonial above the norm. Welcome guests thru newer front door to remodeled foyer with dark stained hardwood floors & freshly painted interior. Tastefully remodeled kitchen with white cabinets, S.S. appliances, Cambria Quartz counters & stained hardwood floors. Great rm with stone faced wood burning Fireplace & hardwood floors. Formal D.R. H.W. Floors & custom chandelier. Spacious Master bedroom with $26,000.00 newer bath including Kohler rain shower head & air jet soaking tub, double raised sinks with top of the line faucets & beautiful tiled floor. Lower level is the only area heated with electric- 24x21 rec room with new carpet, additional room used as home office, 8x9 wine cellar w/tiled flr. Brand new boiler 11/18, newer $18,00 0.00 driveway, newer gutters & drainage in yard, new garage drs & openers w/app. use from cell, new remote thermo. to control heating/cooling on 2nd level. Roof 8 years old. One of a kind house must see!
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
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 21 Skyline Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1994Year Updated: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.30 acres

Price History for 21 Skyline Dr

DatePriceEventSource
05/06/2019$369,500Sold
Smart MLS #170165179
03/23/2019$379,900PendingAgent Provided
02/26/2019$379,900Listed For SaleAgent Provided
05/15/2001$280,000Sold
Smart MLS #W1001723
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Property Tax and Assessment

Year2025
Tax$7,666
Assessment$299,810
Home facts updated by county records

Comparable Sales for 21 Skyline Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Skyline Drive, Prospect, CT
0.21
Single-Family Home
$450,000
12/15/25
3
2.5
1,888
12 Stephen Court, Prospect, CT
0.31
Single-Family Home
$600,000
06/20/25
3
2.5
2,670
11 Ridgewood Club Road, Prospect, CT
0.20
Single-Family Home
$820,000
03/19/26
4
2.5
2,969
112 Cook Road, Prospect, CT
0.28
Single-Family Home
$400,000
07/01/25
3
1
1,632
10 Heritage Drive, Prospect, CT
0.48
Single-Family Home
$520,000
09/12/25
3
2.5
1,888
27 Woodcrest Drive, Prospect, CT
0.54
Single-Family Home
$470,000
09/12/25
3
2
1,664
23 Nancy Mae Avenue, Prospect, CT
0.73
Single-Family Home
$435,000
01/09/26
3
1.5
1,376
10 Kluge Rd, Prospect, CT
1.01
Single-Family Home
$300,000
07/31/25
3
3
2,548
23 Talmadge Hill Road, Prospect, CT
0.66
Single-Family Home
$450,000
07/17/25
3
2
1,836
26 Spruce Drive, Prospect, CT
0.45
Single-Family Home
$320,000
05/11/26
2
2
960

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Skyline 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
    Flag
  • 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. "
    0
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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."
    0
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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 21 Skyline Dr

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Off Market Homes Near 21 Skyline Dr

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Homes for rent near 21 Skyline Dr

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21 Skyline Dr, Prospect, CT 06712 is a 3 bedroom, 3 bathroom, 2,500 sqft single-family home built in 1994. This property is not currently available for sale. 21 Skyline Dr was last sold on May 6, 2019 for $369,500. The current Trulia Estimate for 21 Skyline Dr is $584,500.