165 Roland Dr, Bailey, CO 80421
Property image
Property image
OFF MARKET

$2,337,000

Trulia Estimate
  • 7 Beds
  • 5 Baths
  • 8,692 sqft (on 35.13 acres)

165 Roland Dr, Bailey, CO 80421

Est. Refi. Payment $12,814/mo*
Refinance Your Home
Currently Off Market - Sold Nov 26, 2018 for $1,625,000

Home Value

Trulia Estimate
$2.34M
Since last month
Increased$4K (+0.2%)
Since last year
Decreased$50K (-2.1%)
Since last sale
Increased$725K (+44.6%)
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 +97% in the last 10 years
MonthEstimated value
2026
August 2026$2.35M
August 2026$2.34M
July 2026$2.35M
June 2026$2.37M
May 2026$2.33M
April 2026$2.34M
March 2026$2.34M
February 2026$2.3M
January 2026$2.27M
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
663 Brookside Drive, Bailey, CO
1.51
Single-Family Home
$1,315,000
06/17/26
4
4
6,453
29 Cedar Lane, Bailey, CO
0.84
Single-Family Home
$715,000
11/05/25
4
3
2,447
79 Six Shooter Court, Bailey, CO
1.50
Single-Family Home
$1,340,000
10/17/25
4
3.5
4,078
384 Brookside Drive, Bailey, CO
1.25
Single-Family Home
$970,000
08/21/26
3
4
3,612
260 Old Corral Road, Bailey, CO
1.32
Single-Family Home
$1,050,000
05/29/26
4
3
3,865
48 High View Lane, Bailey, CO
1.22
Single-Family Home
$799,000
06/26/26
3
3
2,501
174 Sleepy Hollow Drive, Bailey, CO
1.10
Single-Family Home
$670,000
10/30/25
4
2.5
1,992
1269 Roland Drive, Bailey, CO
0.89
Single-Family Home
$460,000
04/01/26
3
2
1,976
133 Crestview Lane, Bailey, CO
0.91
Single-Family Home
$590,000
09/29/25
3
2
1,892
114 Star Lane, Bailey, CO
1.45
Single-Family Home
$935,000
08/21/26
4
2.5
2,746

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
809 Roland Drive, Bailey, CO 80421
0.50
$625,000
3
3
2,041
For Sale
961 Roland Drive, Bailey, CO 80421
0.61
$533,700
3
2
1,754
Off Market
1077 Roland Drive, Bailey, CO 80421
0.68
$89,000
-
-
-
For Sale
88 Cedar Lane, Bailey, CO 80421
0.68
$575,000
2
1
1,730
For Sale
2284 Roland Drive, Bailey, CO 80421
0.76
$623,300
3
2
2,330
Off Market
51 Cedar Lane, Bailey, CO 80421
0.77
$795,000
3
2.5
2,340
For Sale
13556 US Highway #285, Pine, CO 80470
0.84
$929,400
3
2
1,730
Off Market
29 Cedar Lane, Bailey, CO 80421
0.84
$687,800
4
3
2,447
Off Market
2163 Roland Dr, Bailey, CO 80421
0.87
$564,500
3
2.5
1,938
Off Market
445 Rosalie Road, Bailey, CO 80421
0.84
$506,800
2
2
1,680
Off Market
1242 Roland Drive, Bailey, CO 80421
0.88
$323,100
1
1
600
Off Market
1269 Roland Drive, Bailey, CO 80421
0.89
$460,000
3
2
1,976
Recently Sold

Local Information

  • Map ViewExplore the area around 165 Roland Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2003
35.13 acre lot
8,692 sqft
$269/sqft
Garage

About this House

Exclusive mountain retreat nestled between Conifer & Bailey, just minutes from Denver but worlds away from all the hustle & bustle. 35 wooded acres w/ dramatic rock formations & jaw-dropping views in every direction. A stunning full round-style custom log home sits high atop the private, gated drive. This one-of-a-kind home features: 5 beds & 4 baths in the main house, a gourmet kitchen w/ Sub-Z & Wolf appliances, a massive two-story foyer w/ a dramatic, two-sided Colorado Moss Stone fireplace, loft w/ wet bar and billiards table & a secret door leading to a private media room, master suite w/ wood burning stove & huge sitting area. Outside, the views steal the show & you can enjoy them from your choice of the many porches & decks or while floating in the incredible custom pool w/ two water slides winding through the natural rocks. End your day watching the sunset off the viewing deck overhanging the back cliffs. This is truly a very special & unique place. DON'T MISS DRONE TOUR ABOVE!
165 Roland Dr, Bailey, CO 80421 is a 7 bedroom, 5 bathroom, 8,692 sqft single-family home built in 2003. It last sold for $1,625,000 on Nov 26, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,337,000, with a rent estimate of $5,882/month.

Home Details for 165 Roland Dr

Interior Features

Interior Details
BasementNumber of Rooms: 2
Heating & Cooling
Heating: Hot WaterHeating Fuel: Hot Water
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDryer

Exterior Features

Exterior Home Features
Roof: CompositionDeckExterior: Other, WoodFoundation Type: Concrete
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 2003
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 35.13 acres

Price and Tax history

DateEventPrice
Nov 26, 2018
Source: N/A
Sold
$1,625,000
Oct 11, 2018
Source: Agent Provided
Pending
$2,250,000
Jul 20, 2018
Source: Agent Provided
PriceChange
$2,250,000
Price decreased by 10%
Jun 8, 2018
Source: Agent Provided
Listed For Sale
$2,499,000
Sep 13, 2006
Source: N/A
Sold
$2,500,000

Market trends in Bailey

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$581K
$20.33KMoM
Sale-to-List Price
—
Price per sq ft
$289
$2MoM
Available listings
123
7MoM

Around this home

What Locals Say about Bailey

At least 24 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 94 % Say car is needed

  • 94 % Say parking is easy

  • 83 % Say it's dog friendly

  • 79 % Say it's quiet

  • 77 % Say there's holiday spirit

  • 67 % Say neighbors are friendly

  • 65 % Say yards are well-kept

  • 63 % Say they plan to stay for at least 5 years

  • 59 % Say kids play outside

  • 42 % Say people would walk alone at night

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jesstwyford
    "It’s not too bad. Summer Fridays is usually pretty busy going up the hill with all the campers and Sunday mornings is crazy with campers heading home. "
    0
    Flag
  • Jim.tyler2009
    "Dog owners should love this area. So many hiking areas. Lots of dogs. Parks recreation areas and dog friendly people. The wildlife can be of serious concern to dog owners so it’s a place to be on constant guard of your pets. Mountain Lions, Bear and coyote have all been seen in the area. There does not seem to be any cats here. Just dogs. Probably best that small dogs be watched at a high level. "
    1
    Flag
  • Elk.martin
    "this is a great place to live. the people are very friendly and there is abundant wildlife in the area."
    0
    Flag
  • Decker903
    "Wildlife, and calmness of the mountains mixed with the feeling is a close nit community. There is a learning curve for people coming from a city atmosphere."
    0
    Flag
  • Nick W.
    "A mountain town if there ever was one! Gorgeous place to live, just be ready to commute for most things. Definitely need a car that handles well in the snow."
    4
    Flag
  • Susan B.
    "absolutely gorgeous mountain living with wildlife on properties only 35 minutes from Denver"
    0
    Flag
  • jtdayusa
    "Incredible views with a sky full of stars at night. Great energy here."
    0
    Flag
  • sam s.
    "Great area for work at home people, also a opportunity for mechanic, cabinet maker or any one who wants privacy and a bif insulated shop to make a living and only have a 100 ft commute. The roads are maintained all year so when you do need to get into town there is no problems. If you are into hiking, biking, wildlife or just peace and quiet all you have to do is walk out your front door. the community has three stocked fishing lakes and a community center with a park for the little ones. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 165 Roland Dr

  • What is 165 Roland Dr estimated to be worth?
    Trulia's estimated value for 165 Roland Dr in Bailey, CO is $2,337,000.
  • What is the price history for 165 Roland Dr?
    165 Roland Dr in Bailey, CO last sold for $1,625,000 in November 2018.
  • Is Bailey a buyer's or seller's market?
    Bailey is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Bailey?
    The median sale price in Bailey is $581K. That is up $20.33K from the prior month.
  • Does 165 Roland Dr have laundry facilities?
    Yes, 165 Roland Dr in Bailey, CO has laundry facilities.
  • How big is the lot at 165 Roland Dr?
    The lot at 165 Roland Dr in Bailey, CO is about 35.1 acres.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Bailey, CO

Explore by feature - Garage

Explore by feature - Washer/dryer

8 rentals with a washer/dryer in Bailey, CO

Apartments for Rent

Skip to last item
  • Results are loading
Skip to first item

Off Market Homes Near 165 Roland Dr

Skip to last item
Skip to first item

Homes for sale near 165 Roland Dr

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item