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

$612,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,026 sqft (on 1.28 acres)

29 Skyline Dr, Prospect, CT 06712

Est. Refi. Payment $4,337/mo*
Refinance Your Home
Currently Off Market - Sold Aug 24, 2018 for $350,000

Home Value

Trulia Estimate
$612K
Since last month
Decreased$11K (-1.8%)
Since last year
Increased$17K (+2.8%)
Since last sale
Increased$262K (+74.9%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$612K
August 2026$611K
July 2026$623K
June 2026$633K
May 2026$625K
April 2026$614K
March 2026$598K
February 2026$595K
January 2026$589K
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
16 Stephen Court, Prospect, CT
0.22
Single-Family Home
$520,000
08/03/26
3
2.5
2,000
4 Skyline Drive, Prospect, CT
0.24
Single-Family Home
$450,000
12/15/25
3
2.5
1,888
20 Stephen Court, Prospect, CT
0.20
Single-Family Home
$650,000
06/29/26
3
3.5
3,274
10 Heritage Drive, Prospect, CT
0.55
Single-Family Home
$520,000
09/12/25
3
2.5
1,888
72 Talmadge Hill Road, Prospect, CT
0.37
Single-Family Home
$530,000
08/05/26
4
2.5
2,852
11 Ridgewood Club Road, Prospect, CT
0.26
Single-Family Home
$820,000
03/19/26
4
2.5
2,969
27 Woodcrest Drive, Prospect, CT
0.44
Single-Family Home
$470,000
09/12/25
3
2
1,664
12 Meadow Lane, Prospect, CT
0.51
Single-Family Home
$455,000
07/15/26
3
1.5
1,744
23 Nancy Mae Avenue, Prospect, CT
0.83
Single-Family Home
$435,000
01/09/26
3
1.5
1,376
8 Dogwood Dr, Prospect, CT
0.31
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
0.08
$729,100
3
2.5
2,350
Off Market
18 Roy Mountain Road, Prospect, CT 06712
0.15
$684,500
4
3.5
3,721
Off Market
20 Stephen Court, Prospect, CT 06712
0.20
$650,000
3
3.5
3,274
Recently Sold
16 Stephen Court, Prospect, CT 06712
0.22
$520,000
3
2.5
2,000
Recently Sold
11 Ridgewood Club Estates, Prospect, CT 06712
0.24
$642,900
3
2.5
2,465
Off Market
12 Stephen Court, Prospect, CT 06712
0.25
$627,500
3
2.5
2,670
Off Market
11 Ridgewood Club Road, Prospect, CT 06712
0.26
$820,000
4
2.5
2,969
Recently Sold
24 Ridgewood Club Road, Prospect, CT 06712
0.26
$850,600
4
2.5
2,600
Off Market
20 Ridgewood Club Road, Prospect, CT 06712
0.26
$719,300
4
2.5
2,600
Off Market
23 Ridgewood Club Estates, Prospect, CT 06712
0.28
$631,400
3
2.5
2,400
Off Market
4 Skyline Drive, Prospect, CT 06712
0.24
$450,000
3
2.5
1,888
Recently Sold
11 Stephen Court, Prospect, CT 06712
0.28
$636,400
3
3.5
2,824
Off Market

Local Information

  • Map ViewExplore the area around 29 Skyline Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1986
1.28 acre lot
2,026 sqft
$302/sqft
Garage

About this House

This custom built ranch style home has been lovingly cared for located on a 1.28 acre lot abutting Highland Greens Golf Course! Features include 3 BR's, MBR w/FBA completely updated w/walk in shower, sustainable bamboo flooring throughout, crown molding, fully applianced kitchen with granite counters & spacious island, nice laundry room with 1/2 bath, formal DR w/beautiful bay window, generous 2 car garage, generator for NE weather and more!
29 Skyline Dr, Prospect, CT 06712 is a 3 bedroom, 3 bathroom, 2,026 sqft single-family home built in 1986. It last sold for $350,000 on Aug 24, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $612,100, with a rent estimate of $3,265/month.

Home Details for 29 Skyline Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

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

Property Information

Year Built
Year Built: 1986Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.28 acres

Price and Tax history

DateEventPrice
Aug 24, 2018
Source: Smart MLS #170094775
Sold
$350,000
Jun 23, 2018
Source: Agent Provided
Pending
$349,000
Jun 19, 2018
Source: Agent Provided
Listed For Sale
$349,000

Market trends in Prospect

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
3MoM

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 29 Skyline Dr

  • What is 29 Skyline Dr estimated to be worth?
    Trulia's estimated value for 29 Skyline Dr in Prospect, CT is $612,100.
  • What is the price history for 29 Skyline Dr?
    29 Skyline Dr in Prospect, CT last sold for $350,000 in August 2018.
  • 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 29 Skyline Dr?
    The lot at 29 Skyline Dr in Prospect, CT is about 1.3 acres.
  • Does 29 Skyline Dr have a garage?
    Yes, 29 Skyline Dr in Prospect, CT has a garage.

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