Are yards well-kept in Dillsboro, IN?

As of early 2026, 100% of users say yards are well-kept

Would people walk alone at night in Dillsboro, IN?

As of early 2026, 100% of users say people would walk alone at night

Is Dillsboro, IN walkable to restaurants?

As of early 2026, 100% of users say it's walkable to restaurants

Does Dillsboro, IN show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is there wildlife in Dillsboro, IN?

As of early 2026, 75% of users say there's wildlife

Does Dillsboro, IN have sidewalks?

As of early 2026, 75% of users say there are sidewalks

Is parking easy in Dillsboro, IN?

As of early 2026, 75% of users say parking is easy

Is Dillsboro, IN walkable to grocery stores?

As of early 2026, 67% of users say it's walkable to grocery stores

Are there community events in Dillsboro, IN?

As of early 2026, 67% of users say there are community events

Do kids play outside in Dillsboro, IN?

As of early 2026, 67% of users say kids play outside

Is Dillsboro, IN quiet?

As of early 2026, 67% of users say it's quiet

Is a car needed in Dillsboro, IN?

As of early 2026, 67% of users say car is needed

Is Dillsboro, IN dog-friendly?

As of early 2026, 50% of users say it's dog friendly

Do residents of Dillsboro, IN plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are neighbors friendly in Dillsboro, IN?

As of early 2026, 40% of users say neighbors are friendly

What is 5505 Milton Bear Branch Rd estimated to be worth?

Trulia's estimated value for 5505 Milton Bear Branch Rd in Dillsboro, IN is $385,800 .

Is Dillsboro a buyer's or seller's market?

Dillsboro is currently a buyer's market, based on recent for-sale activity.

What are the closest schools to 5505 Milton Bear Branch Rd?

The closest schools to 5505 Milton Bear Branch Rd in Dillsboro, IN are Ohio County Elementary-Middle School (Pre-K, rated 6/10), Ohio County Middle School (rated 8/10), Rising Sun High School (rated 5/10).

Does 5505 Milton Bear Branch Rd have air conditioning?

Yes, 5505 Milton Bear Branch Rd in Dillsboro, IN has air conditioning.

How big is the lot at 5505 Milton Bear Branch Rd?

The lot at 5505 Milton Bear Branch Rd in Dillsboro, IN is about 3.1 acres .

Does 5505 Milton Bear Branch Rd have a garage?

Yes, 5505 Milton Bear Branch Rd in Dillsboro, IN has a garage.

5505 Milton Bear Branch Rd, Dillsboro, IN 47018

OFF MARKET

$385,800

Trulia Estimate

4 Beds
3 Baths
2,413 sqft (on 3.12 acres)

5505 Milton Bear Branch Rd, Dillsboro, IN 47018

Est. Refi. Payment $2,339/mo*

Refinance Your Home

Home Value

Trulia Estimate

$386K

Since last month

$9K (-2.3%)

Since last year

$24K (-5.9%)

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 +74% in the last 10 years

Month	Estimated value
2026
August 2026	$387K
August 2026	$387K
July 2026	$396K
June 2026	$400K
May 2026	$406K
April 2026	$407K
March 2026	$398K
February 2026	$385K
January 2026	$388K
2025
December 2025	$398K
November 2025	$399K
October 2025	$403K
September 2025	$402K
August 2025	$411K
July 2025	$419K
June 2025	$413K
May 2025	$407K
April 2025	$400K
March 2025	$404K
February 2025	$399K
January 2025	$390K
2024
December 2024	$391K
November 2024	$395K
October 2024	$392K
September 2024	$393K
August 2024	$392K
July 2024	$394K
June 2024	$395K
May 2024	$392K
April 2024	$394K
March 2024	$389K
February 2024	$380K
January 2024	$375K
2023
December 2023	$370K
November 2023	$377K
October 2023	$381K
September 2023	$384K
August 2023	$382K
July 2023	$387K
June 2023	$390K
May 2023	$368K
April 2023	$361K
March 2023	$350K
February 2023	$326K
January 2023	$318K
2022
December 2022	$326K
November 2022	$331K
October 2022	$333K
September 2022	$336K
August 2022	$340K
July 2022	$341K
June 2022	$348K
May 2022	$344K
April 2022	$338K
March 2022	$334K
February 2022	$332K
January 2022	$337K
2021
December 2021	$324K
November 2021	$328K
October 2021	$330K
September 2021	$327K
August 2021	$326K
July 2021	$331K
June 2021	$321K
May 2021	$294K
April 2021	$295K
March 2021	$284K
February 2021	$282K
January 2021	$283K
2020
December 2020	$286K
November 2020	$279K
October 2020	$280K
September 2020	$279K
August 2020	$267K
July 2020	$262K
June 2020	$262K
May 2020	$262K
April 2020	$261K
March 2020	$261K
February 2020	$259K
January 2020	$261K
2019
December 2019	$259K
November 2019	$260K
October 2019	$257K
September 2019	$246K
August 2019	$246K
July 2019	$246K
June 2019	$251K
May 2019	$250K
April 2019	$249K
March 2019	$248K
February 2019	$245K
January 2019	$246K
2018
December 2018	$245K
November 2018	$246K
October 2018	$251K
September 2018	$241K
August 2018	$240K
July 2018	$240K
June 2018	$246K
May 2018	$244K
April 2018	$243K
March 2018	$242K
February 2018	$240K
January 2018	$239K
2017
December 2017	$232K
November 2017	$235K
October 2017	$230K
September 2017	$238K
August 2017	$247K
July 2017	$249K
June 2017	$244K
May 2017	$242K
April 2017	$235K
March 2017	$226K
February 2017	$225K
January 2017	$227K
2016
December 2016	$217K
November 2016	$217K
October 2016	$222K
September 2016	$222K

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
Southfork Rd, Dillsboro, IN	1.22	Single-Family Home	$100,000	09/30/25	3	1	1,800
11870 W Laughery Creek Rd, Dillsboro, IN	1.92	Single-Family Home	$55,000	10/02/25	1	-	192
7095 State Route 62, Dillsboro, IN	3.73	Single-Family Home	$170,000	11/07/25	2	1	1,856
14998 Works Rd, Bennington, IN	3.52	Single-Family Home	$850,000	06/03/26	4	4	5,872
4852 Cass Union Rd, Rising Sun, IN	3.85	Single-Family Home	$190,000	11/17/25	2	1	876
13186 Sunset Dr, Dillsboro, IN	4.52	Single-Family Home	$215,000	07/16/26	4	2	924
15407 Aberdeen Rd, Bennington, IN	4.50	Single-Family Home	$315,000	05/15/26	3	2	1,320
9750 Front St, Dillsboro, IN	4.43	Single-Family Home	$175,100	06/15/26	3	1.5	1,426
9480 Stoops Rd, Dillsboro, IN	4.92	Single-Family Home	$475,000	11/21/25	4	3	1,920

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
5539 Milton Bear Branch Rd, Dillsboro, IN 47018	0.05	$340,400	3	2	1,500	Off Market
4444 Pate Rd, Dillsboro, IN 47018	2.00	$599,000	3	2	2,523	For Sale
5565 Milton Bear Branch Rd, Dillsboro, IN 47018	0.10	$370,200	4	3	2,576	Off Market
5510 Milton Bear Branch Rd, Dillsboro, IN 47018	0.01	$356,200	1	1	3,586	Off Market
13099 Southfork Rd, Dillsboro, IN 47018	1.57	$264,100	3	2	1,560	Off Market
12765 Laughery Creek Rd, Dillsboro, IN 47018	0.40	$249,500	3	1	1,227	Off Market
5475 Milton Bear Branch Rd, Dillsboro, IN 47018	0.05	$248,400	4	3	1,512	Off Market
5425 Milton Bear Branch Rd, Dillsboro, IN 47018	0.12	$244,700	3	2	1,296	Off Market
4055 Pate Rd, Dillsboro, IN 47018	1.90	$219,800	3	1	1,440	Off Market
3745 Milton Bear Branch Rd, Dillsboro, IN 47018	2.00	$293,900	3	1	1,512	Off Market
13587 Iceberg Rd, Dillsboro, IN 47018	2.28	$64,100	Studio	1	672	Off Market
4285 Pate Rd, Dillsboro, IN 47018	2.09	$225,300	3	2	1,539	Off Market

Local Information

Map ViewExplore the area around 5505 Milton Bear Branch Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1998

3.12 acre lot

2,413 sqft

$160/sqft

Garage

About this House

This single-family home is located at 5505 Milton Bear Branch Rd, Dillsboro, IN. 5505 Milton Bear Branch Rd is in Dillsboro, IN and in ZIP code 47018. This property has 4 bedrooms, 3 bathrooms and approximately 2,413 sqft of floor space. This property has a lot size of 3.12 acres and was built in 1998.

5505 Milton Bear Branch Rd, Dillsboro, IN 47018 is a 4 bedroom, 3 bathroom, 2,413 sqft single-family home built in 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $385,800, with a rent estimate of $2,548/month.

Home Details for 5505 Milton Bear Branch Rd

Interior Features
Heating & Cooling Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2
Interior Details Number of Rooms: 4
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Asphalt
Parking & Garage GarageParking: Garage Attached

Property Information
Year Built Year Built: 1998
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 3.12 acres

Price and Tax history

Year	Property tax	Tax assessment
2025	$2,182	$274,600

Home facts updated by county records

Additional Cost

Market trends in Dillsboro

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

1MoM

Around this home

Ohio County Elementary-Middle School
PK-5
Public
409 Students
Rising Sun-Ohio County Com
6/10
GreatSchools Rating
Parent Rating Average
Our son is excelling at this school so far. He is in first grade. The teacher communicate well and are very caring. The current administrators go above and beyond.
Parent Review
4y ago
10 Reviews

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 Dillsboro

At least 2 Trulia users voted on each feature.

100 % Say yards are well-kept
100 % Say people would walk alone at night
100 % Say it's walkable to restaurants
100 % Say there's holiday spirit
75 % Say there's wildlife
75 % Say there are sidewalks
75 % Say parking is easy
67 % Say it's walkable to grocery stores
67 % Say there are community events
67 % Say kids play outside
67 % Say it's quiet
67 % Say car is needed
50 % Say it's dog friendly
50 % Say they plan to stay for at least 5 years
40 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.

amybentley2011
13y ago
"I own a property on lake dilldear drive and the conditions out here are terrible! the septic smell here is awful and thieves out here are terrible. the area is run down and getting worse. drugs in this area is whats causing the theft. i would NOT recommend it at all to anyone."
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Frequently asked questions about 5505 Milton Bear Branch Rd

What is 5505 Milton Bear Branch Rd estimated to be worth?
Trulia's estimated value for 5505 Milton Bear Branch Rd in Dillsboro, IN is $385,800.
Is Dillsboro a buyer's or seller's market?
Dillsboro is currently a buyer's market, based on recent for-sale activity.
What are the closest schools to 5505 Milton Bear Branch Rd?
The closest schools to 5505 Milton Bear Branch Rd in Dillsboro, IN are Ohio County Elementary-Middle School (Pre-K, rated 6/10), Ohio County Middle School (rated 8/10), Rising Sun High School (rated 5/10).
Does 5505 Milton Bear Branch Rd have air conditioning?
Yes, 5505 Milton Bear Branch Rd in Dillsboro, IN has air conditioning.
How big is the lot at 5505 Milton Bear Branch Rd?
The lot at 5505 Milton Bear Branch Rd in Dillsboro, IN is about 3.1 acres.
Does 5505 Milton Bear Branch Rd have a garage?
Yes, 5505 Milton Bear Branch Rd in Dillsboro, IN has a garage.