Is Bayfield, WI dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is a car needed in Bayfield, WI?

As of early 2026, 100% of users say car is needed

Would people walk alone at night in Bayfield, WI?

As of early 2026, 86% of users say people would walk alone at night

Are yards well-kept in Bayfield, WI?

As of early 2026, 83% of users say yards are well-kept

Is Bayfield, WI walkable to restaurants?

As of early 2026, 75% of users say it's walkable to restaurants

Is parking easy in Bayfield, WI?

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

Does Bayfield, WI show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Is there wildlife in Bayfield, WI?

As of early 2026, 67% of users say there's wildlife

Are there community events in Bayfield, WI?

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

Are the streets well-lit in Bayfield, WI?

As of early 2026, 67% of users say streets are well-lit

Is Bayfield, WI quiet?

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

Are neighbors friendly in Bayfield, WI?

As of early 2026, 65% of users say neighbors are friendly

Do residents of Bayfield, WI plan to stay at least 5 years?

As of early 2026, 60% of users say they plan to stay for at least 5 years

Is Bayfield, WI walkable to grocery stores?

As of early 2026, 50% of users say it's walkable to grocery stores

Do kids play outside in Bayfield, WI?

As of early 2026, 44% of users say kids play outside

Does Bayfield, WI have sidewalks?

As of early 2026, 43% of users say there are sidewalks

What is 85520 Happy Hollow Rd estimated to be worth?

Trulia's estimated value for 85520 Happy Hollow Rd in Bayfield, WI is $266,500 .

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

Bayfield is currently a balanced market, based on recent for-sale activity.

What do residents say about Bayfield?

Residents describe Bayfield, WI as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Bayfield, WI .

What are the closest schools to 85520 Happy Hollow Rd?

The closest schools to 85520 Happy Hollow Rd in Bayfield, WI are Bayfield Elementary School (Pre-K, rated 4/10), Bayfield High School (rated 5/10), Bayfield Middle School (rated 5/10).

85520 Happy Hollow Rd, Bayfield, WI 54814

OFF MARKET

$266,500

Trulia Estimate

Studio

85520 Happy Hollow Rd, Bayfield, WI 54814

Refinance Your Home

Home Value

Trulia Estimate

$267K

Since last month

$6K (-2.2%)

Since last year

$2K (+0.6%)

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 +1% in the last 10 years

Month	Estimated value
2026
August 2026	$267K
July 2026	$272K
June 2026	$264K
May 2026	$254K
April 2026	$257K
March 2026	$242K
February 2026	$248K
January 2026	$247K
2025
December 2025	$255K
November 2025	$245K
October 2025	$262K
September 2025	$262K
August 2025	$265K

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
85455 Happy Hollow Rd, Bayfield, WI	0.55	Single-Family Home	$390,000	01/28/26	4	2	2,878
24550 State Hwy 13, Bayfield, WI	4.26	Single-Family Home	$175,000	04/22/26	1	-	512
22715 Ash St, Cornucopia, WI	4.53	Single-Family Home	$484,900	04/07/26	3	2	1,860
23190 Sawgrass Rd, Cornucopia, WI	4.63	Single-Family Home	$529,000	10/03/25	3	2	1,500
22715 Elm St, Cornucopia, WI	4.63	Single-Family Home	$225,000	06/25/26	3	1	1,010
89180 Meadow Tr, Cornucopia, WI	4.64	Single-Family Home	$475,000	08/29/25	3	3	1,500
89095 Aster Dr, Cornucopia, WI	4.68	Single-Family Home	$440,000	05/01/26	3	3	1,518
89170 Meadow Tr, Cornucopia, WI	4.69	Single-Family Home	$485,000	04/24/26	3	2	1,500
88655 Erie St, Cornucopia, WI	4.76	Single-Family Home	$500,000	12/05/25	2	2	2,538
26775 Freedom Valley Dr, Washburn, WI	6.37	Single-Family Home	$344,900	07/24/26	3	2	1,372

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
XXX South Pratt Rd, Bayfield, WI 54814	0.22	-	-	-	-	Off Market
85455 Happy Hollow Rd, Bayfield, WI 54814	0.55	$390,000	4	2	2,878	Recently Sold
xxx South Pratt Rd, Bayfield, WI 54814	0.76	-	-	-	-	Off Market
xxx Star Route Rd, Bayfield, WI 54814	0.97	-	-	-	-	Off Market
Lot 2 Star Route Rd, Bayfield, WI 54814	1.04	-	-	-	-	Off Market
xxx South Pratt Rd, Bayfield, WI 54814	1.06	-	-	-	-	Off Market
2xxxx Star Route Rd, Bayfield, WI 54814	1.05	-	-	-	-	Off Market
xxx South Pratt Rd, Bayfield, WI 54814	1.16	-	-	-	-	Off Market
xxx Happy Hollow Rd, Bayfield, WI 54814	1.25	-	-	-	-	Off Market
xxx South Pratt Rd, Bayfield, WI 54814	1.35	-	-	-	-	Off Market
86640 S Pratt Rd, Bayfield, WI 54814	1.37	$699,900	-	-	-	For Sale
XXX South Pratt Rd, Bayfield, WI 54814	1.49	-	-	-	-	Off Market

Local Information

Map ViewExplore the area around 85520 Happy Hollow Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

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Commute Destination

About this House

85520 Happy Hollow Rd is in Bayfield, WI and in ZIP code 54814.

85520 Happy Hollow Rd, Bayfield, WI 54814 is a studio property. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $266,500, with a rent estimate of $1,463/month.

Additional Cost

Market trends in Bayfield

Last updated July 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

—

Available listings

1MoM

Around this home

Bayfield Elementary School
PK-5
Public
189 Students
Bayfield School District
4/10
GreatSchools Rating
Parent Rating Average
I was a little skeptical about Bayfield Elementary because of all the "talk" but I have been so pleased with the school. My son is finishing up his Kindergarten year and LOVES his school. We moved in the middle of the school year to Bayfield, and to be perfectly honest I feel that Bayfield offers more educationally than his previous school. His Teacher is amazing, everyone is so friendly and his school work keeps him challenged but is still fun. I am so happy with my choice!
Parent Review
15y ago
1 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 Bayfield

At least 5 Trulia users voted on each feature.

100 % Say it's dog friendly
100 % Say car is needed
86 % Say people would walk alone at night
83 % Say yards are well-kept
75 % Say it's walkable to restaurants
75 % Say parking is easy
71 % Say there's holiday spirit
67 % Say there's wildlife
67 % Say there are community events
67 % Say streets are well-lit
67 % Say it's quiet
65 % Say neighbors are friendly
60 % Say they plan to stay for at least 5 years
50 % Say it's walkable to grocery stores
44 % Say kids play outside
43 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.

Vvelanovich
Visitor
1y ago
"Beautiful area. Lots to do. Friendly people. Water sports. Winter sports. Fishing. Hunting. Kayaking. Very safe. "
0
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Levi & Anne Leafblad
Resident
1y ago
"Limited day care. Quite streets. Safe neighborhood. Very seasonal. Lots of vacation homes. Quite in the winter"
0
Flag
Joe Byrnes
Visitor
2y ago
"There are establishments that have “no dogs allowed” signs but it seems like there are a number of dog friendly outdoor areas."
0
Flag
Sharon K. Realty
Resident
7y ago
"Love the townhouse ownership. Let someone else do the yard work, snow plowing, shoveling, maintenance on the outside of the units, etc."
0
Flag
Sharon K. Locey
Resident
7y ago
"I am a Real Estate buyers agent and I live at Waterford On The Bay, a townhouse community of 49 units, located on Lake Superior just 2 1/2 miles south of Bayfield. We love the neighbors and the views. We are right on a bike and walking trail along the lake that goes into Bayfield."
1
Flag
Bostwhaler
Resident
8y ago
"Bayfield is the best small town anywhere. I have been here 15 years and absolutely love living here. It’s a piece of paradise"
0
Flag
Bostwhaler
Resident
8y ago
"Very pet friendly. Many of the restaurants have outside dining areas where your pet is welcome and they will provide water as needed. "
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 85520 Happy Hollow Rd

What is 85520 Happy Hollow Rd estimated to be worth?
Trulia's estimated value for 85520 Happy Hollow Rd in Bayfield, WI is $266,500.
Is Bayfield a buyer's or seller's market?
Bayfield is currently a balanced market, based on recent for-sale activity.
What do residents say about Bayfield?
Residents describe Bayfield, WI as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Bayfield, WI.
What are the closest schools to 85520 Happy Hollow Rd?
The closest schools to 85520 Happy Hollow Rd in Bayfield, WI are Bayfield Elementary School (Pre-K, rated 4/10), Bayfield High School (rated 5/10), Bayfield Middle School (rated 5/10).

Apartments for Rent

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Off Market Homes Near 85520 Happy Hollow Rd

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SOLD
APR 22, 2026
$175,000
1 bd
512 sqft
24550 State Hwy 13,
Bayfield, WI 54814
Anthony I Jennings, Anthony Jennings & Crew Real Estate LLC
SOLD
JAN 28, 2026
$390,000
4 bd
2 ba
2,878 sqft
85455 Happy Hollow Rd,
Bayfield, WI 54814
Anthony I Jennings, Apostle Islands Realty
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Bayfield
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Homes for sale near 85520 Happy Hollow Rd

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5.25 ACRES
$119,500
T51nr5w McCutcheon Rd,
Bayfield, WI 54814
Whitetail Properties Real Estate, LLC
3 ACRES
$389,900
3 bd
2 ba
1,424 sqft
23540 State Highway 13,
Cornucopia, WI 54827
Anthony I Jennings, Anthony Jennings & Crew Real Estate LLC
2 ACRES
$645,000
4 bd
2.5 ba
1,860 sqft
88440 Huron Ave,
Cornucopia, WI 54827
Sherri Dehahn, RE/MAX Results
0.45 ACRES
$344,900
2 bd
1 ba
888 sqft
22720 Maple St,
Cornucopia, WI 54827
J Erin Hutchinson, eXp Realty, LLC- WI
1.89 ACRES
$599,000
2 bd
2.5 ba
1,266 sqft
89200 Meadow Tr,
Cornucopia, WI 54827
Dann Tervo, Windseeker Realty, LLC
5.88 ACRES
$2,150,000
8 bd
7.5 ba
8,000 sqft
89405 Jack Pine Rd,
Cornucopia, WI 54827
Tracy Ramsay, RE/MAX Results
1.54 ACRES
$469,000
2 bd
1 ba
530 sqft
23860 E Spirit Point Rd,
Cornucopia, WI 54827
Dane Arthur Real Estate Agency
1.57 ACRES
$305,000
4 bd
2 ba
1,272 sqft
26003 Freedom Valley Dr,
Washburn, WI 54891
J Erin Hutchinson, eXp Realty, LLC- WI
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Bayfield
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