21 Skyline Dr, Prospect, CT 06712
Property image
Property image
OFF MARKET

21 Skyline Dr
Prospect, CT 06712

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

$580,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $4,076/mo*
Refinance Your Home

$580,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $4,076/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,500 sqft
(on 1.30 acres)

Home Value

Trulia Estimate
$581K
Since last month
Decreased$800 (-0.1%)
Since last year
Increased$25K (+4.5%)
Since last sale
Increased$211K (+57%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +69% in the last 10 years
MonthEstimated value
2026
August 2026$580K
July 2026$581K
June 2026$589K
May 2026$579K
April 2026$576K
March 2026$564K
February 2026$548K
January 2026$543K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
16 Stephen Court, Prospect, CT
0.28
Single-Family Home
$520,000
08/03/26
3
2.5
2,000
20 Stephen Court, Prospect, CT
0.27
Single-Family Home
$650,000
06/29/26
3
3.5
3,274
72 Talmadge Hill Road, Prospect, CT
0.32
Single-Family Home
$530,000
08/05/26
4
2.5
2,852
11 Ridgewood Club Road, Prospect, CT
0.20
Single-Family Home
$820,000
03/19/26
4
2.5
2,969
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
12 Meadow Lane, Prospect, CT
0.61
Single-Family Home
$455,000
07/15/26
3
1.5
1,744
8 Dogwood Dr, Prospect, CT
0.24
Single-Family Home
$220,000
07/27/26
3
2
1,075

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
22 Elaine Court, Prospect, CT 06712
0.18
$727,300
3
2.5
2,350
Off Market
18 Roy Mountain Road, Prospect, CT 06712
0.19
$684,600
4
3.5
3,721
Off Market
11 Ridgewood Club Estates, Prospect, CT 06712
0.18
$659,900
3
2.5
2,465
Off Market
24 Ridgewood Club Road, Prospect, CT 06712
0.18
$855,100
4
2.5
2,600
Off Market
20 Ridgewood Club Road, Prospect, CT 06712
0.18
$726,600
4
2.5
2,600
Off Market
4 Skyline Drive, Prospect, CT 06712
0.21
$450,000
3
2.5
1,888
Recently Sold
18 Dogwood Drive, Prospect, CT 06712
0.19
$378,600
3
1.5
1,075
Off Market
11 Ridgewood Club Road, Prospect, CT 06712
0.20
$820,000
4
2.5
2,969
Recently Sold
19 Dogwood Drive, Prospect, CT 06712
0.21
$438,200
3
2
1,840
Off Market
23 Ridgewood Club Estates, Prospect, CT 06712
0.24
$644,600
3
2.5
2,400
Off Market
20 Stephen Court, Prospect, CT 06712
0.27
$650,000
3
3.5
3,274
Recently Sold
16 Stephen Court, Prospect, CT 06712
0.28
$520,000
3
2.5
2,000
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Skyline Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Lot Size
1.3 acres
Living Area
2,500 sqft
Price/Sqft
$232
Parking
Garage

About this House

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!
21 Skyline Dr, Prospect, CT 06712 is a 3 bedroom, 3 bathroom, 2,500 sqft single-family home built in 1994. It last sold for $369,500 on May 6, 2019. It is currently off market. The Trulia Estimate is $580,700, with a rent estimate of $3,800/month.

Home Details for 21 Skyline Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
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 and Tax history

DateEventPrice
May 6, 2019
Source: Smart MLS #170165179
Sold
$369,500
Mar 23, 2019
Source: Agent Provided
Pending
$379,900
Feb 26, 2019
Source: Agent Provided
Listed For Sale
$379,900
May 15, 2001
Source: Smart MLS #W1001723
Sold
$280,000

Market trends in Prospect

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
4MoM

Around this home

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
    Flag
  • Tracy Graves
    "It’s private and well maintained. Peaceful and a lot of community involvement of keeping your neighborhood clean."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kellyajxn
    "Love the small town charm & local small businesses, although my favorite part about prospect is the amazing school system!"
    1
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Skyline Dr

  • What is 21 Skyline Dr estimated to be worth?
    Trulia's estimated value for 21 Skyline Dr in Prospect, CT is $580,700.
  • What is the price history for 21 Skyline Dr?
    21 Skyline Dr in Prospect, CT last sold for $369,500 in May 2019.
  • Is Prospect a buyer's or seller's market?
    Prospect is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Prospect?
    Residents describe Prospect, CT as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Prospect, CT.
  • How big is the lot at 21 Skyline Dr?
    The lot at 21 Skyline Dr in Prospect, CT is about 1.3 acres.
  • Does 21 Skyline Dr have a garage?
    Yes, 21 Skyline Dr in Prospect, CT has a garage.

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