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 5565 Milton Bear Branch Rd estimated to be worth?

Trulia's estimated value for 5565 Milton Bear Branch Rd in Dillsboro, IN is $364,800 .

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 5565 Milton Bear Branch Rd?

The closest schools to 5565 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 5565 Milton Bear Branch Rd have air conditioning?

Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has air conditioning.

Does 5565 Milton Bear Branch Rd have a pool?

Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has a pool.

Does 5565 Milton Bear Branch Rd have laundry facilities?

Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has in-unit laundry.

5565 Milton Bear Branch Rd, Dillsboro, IN 47018

OFF MARKET

$364,800

Trulia Estimate

4 Beds
3 Baths
2,576 sqft (on 3 acres)

5565 Milton Bear Branch Rd, Dillsboro, IN 47018

Est. Refi. Payment $2,259/mo*

Refinance Your Home

Home Value

Trulia Estimate

$365K

Since last month

$5K (-1.3%)

Since last year

$5K (-1.3%)

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

Month	Estimated value
2026
September 2026	$371K
August 2026	$370K
July 2026	$375K
June 2026	$380K
May 2026	$381K
April 2026	$381K
March 2026	$373K
February 2026	$370K
January 2026	$367K
2025
December 2025	$369K
November 2025	$374K
October 2025	$375K
September 2025	$373K
August 2025	$375K
July 2025	$375K
June 2025	$374K
May 2025	$375K
April 2025	$372K
March 2025	$376K
February 2025	$373K
January 2025	$366K
2024
December 2024	$365K
November 2024	$366K
October 2024	$368K
September 2024	$369K
August 2024	$371K
July 2024	$376K
June 2024	$376K
May 2024	$372K
April 2024	$371K
March 2024	$363K
February 2024	$357K
January 2024	$353K
2023
December 2023	$355K
November 2023	$354K
October 2023	$356K
September 2023	$358K
August 2023	$355K
July 2023	$348K
June 2023	$351K
May 2023	$355K
April 2023	$351K
March 2023	$344K
February 2023	$337K
January 2023	$338K
2022
December 2022	$339K
November 2022	$342K
October 2022	$342K
September 2022	$341K
August 2022	$339K
July 2022	$344K
June 2022	$353K
May 2022	$352K
April 2022	$343K
March 2022	$340K
February 2022	$330K
January 2022	$322K
2021
December 2021	$316K
November 2021	$316K
October 2021	$317K
September 2021	$313K
August 2021	$309K
July 2021	$307K
June 2021	$278K
May 2021	$222K
April 2021	$222K
March 2021	$209K
February 2021	$206K
January 2021	$206K
2020
December 2020	$205K
November 2020	$208K
October 2020	$194K
September 2020	$199K
August 2020	$213K
July 2020	$216K
June 2020	$227K
May 2020	$246K
April 2020	$236K
March 2020	$228K
February 2020	$236K
January 2020	$229K
2019
December 2019	$234K
November 2019	$241K
October 2019	$216K
September 2019	$217K
August 2019	$222K
July 2019	$210K
June 2019	$226K
May 2019	$238K
April 2019	$237K
March 2019	$219K
February 2019	$240K
January 2019	$228K
2018
December 2018	$206K
November 2018	$198K
October 2018	$201K
September 2018	$228K
August 2018	$224K
July 2018	$216K
June 2018	$214K
May 2018	$200K
April 2018	$215K
March 2018	$208K
February 2018	$196K
January 2018	$193K
2017
December 2017	$192K
November 2017	$180K
October 2017	$200K
September 2017	$179K
August 2017	$173K
July 2017	$194K
June 2017	$180K
May 2017	$180K
April 2017	$175K
March 2017	$167K
February 2017	$188K
January 2017	$176K
2016
December 2016	$189K
November 2016	$186K
October 2016	$177K
September 2016	$189K

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	1.26	Single-Family Home	$100,000	09/30/25	3	1	1,800
11870 W Laughery Creek Rd, Dillsboro, IN	1.88	Single-Family Home	$55,000	10/02/25	1	-	192
14998 Works Rd, Bennington, IN	3.52	Single-Family Home	$850,000	06/03/26	4	4	5,872
7095 State Route 62, Dillsboro, IN	3.81	Single-Family Home	$170,000	11/07/25	2	1	1,856
9553 State Route 62, Dillsboro, IN	4.36	Single-Family Home	$410,000	08/21/26	3	2	2,156
4852 Cass Union Rd, Rising Sun, IN	3.76	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
8505 Martin Rd, Dillsboro, IN	3.27	Single-Family Home	$225,000	05/15/26		-	-
9750 Front St, Dillsboro, IN	4.43	Single-Family Home	$175,100	06/15/26	3	1.5	1,426

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
5510 Milton Bear Branch Rd, Dillsboro, IN 47018	0.08	$352,700	1	1	3,586	Off Market
13099 Southfork Rd, Dillsboro, IN 47018	1.63	$268,100	3	2	1,560	Off Market
12765 Laughery Creek Rd, Dillsboro, IN 47018	0.49	$231,900	3	1	1,227	Off Market
12707 Southfork Rd, Dillsboro, IN 47018	1.66	$517,900	2	2	1,290	Off Market
5325 Milton Bear Branch Rd, Dillsboro, IN 47018	0.37	$453,800	3	3	3,154	Off Market
12770 Laughery Creek Rd, Dillsboro, IN 47018	0.66	$240,300	2	2	1,428	Off Market
4444 Pate Rd, Dillsboro, IN 47018	2.09	$599,000	3	2	2,523	For Sale
5539 Milton Bear Branch Rd, Dillsboro, IN 47018	0.04	$337,100	3	2	1,500	Off Market
5505 Milton Bear Branch Rd, Dillsboro, IN 47018	0.10	$382,200	4	3	2,413	Off Market
5475 Milton Bear Branch Rd, Dillsboro, IN 47018	0.14	$251,100	4	3	1,512	Off Market
5425 Milton Bear Branch Rd, Dillsboro, IN 47018	0.22	$248,600	3	2	1,296	Off Market
4055 Pate Rd, Dillsboro, IN 47018	1.98	$224,200	3	1	1,440	Off Market

Local Information

Map ViewExplore the area around 5565 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 acre lot

2,576 sqft

$142/sqft

Garage

About this House

Roof replaced 2017
Siding replaced 2017
Front porch add on 2017

2 jetted spa tubs, 2 walk in closets.

5565 Milton Bear Branch Rd, Dillsboro, IN 47018 is a 4 bedroom, 3 bathroom, 2,576 sqft single-family home built in 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $364,800, with a rent estimate of $2,750/month.

Home Details for 5565 Milton Bear Branch Rd

Interior Features
Interior Details BasementAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, OfficeCeiling Fan
Heating & Cooling Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility Stories: 1Floors: Carpet, Laminate
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls Double Paned Windows
Security Security System

Exterior Features
Exterior Home Features Roof: AsphaltDeckPatio
Pool Pool
Parking & Garage GarageParking Spaces: 3Parking: Garage Attached, Garage Detached

Property Information
Year Built Year Built: 1998Year Updated: 2021
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 3.00 acres

Price and Tax history

Date	Event	Price
Jun 16, 2016 Source: Agent Provided	ListingRemoved	$199,000
Apr 21, 2016 Source: Agent Provided	PriceChange	$199,000 Price decreased by 3%
Mar 7, 2016 Source: Agent Provided	PriceChange	$204,900 Price decreased by 2%
Feb 23, 2016 Source: Agent Provided	Listed For Sale	$209,900

Year	Property tax	Tax assessment
2025	$2,038	$248,900

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 5565 Milton Bear Branch Rd

What is 5565 Milton Bear Branch Rd estimated to be worth?
Trulia's estimated value for 5565 Milton Bear Branch Rd in Dillsboro, IN is $364,800.
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 5565 Milton Bear Branch Rd?
The closest schools to 5565 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 5565 Milton Bear Branch Rd have air conditioning?
Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has air conditioning.
Does 5565 Milton Bear Branch Rd have a pool?
Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has a pool.
Does 5565 Milton Bear Branch Rd have laundry facilities?
Yes, 5565 Milton Bear Branch Rd in Dillsboro, IN has in-unit laundry.