Would people walk alone at night in Boscobel, WI?

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

Is Boscobel, WI quiet?

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

Do kids play outside in Boscobel, WI?

As of early 2026, 100% of users say kids play outside

Does Boscobel, WI show holiday spirit?

As of early 2026, 89% of users say there's holiday spirit

Is Boscobel, WI dog-friendly?

As of early 2026, 89% of users say it's dog friendly

Is parking easy in Boscobel, WI?

As of early 2026, 88% of users say parking is easy

Are yards well-kept in Boscobel, WI?

As of early 2026, 80% of users say yards are well-kept

Is Boscobel, WI walkable to restaurants?

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

Does Boscobel, WI have sidewalks?

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

Is a car needed in Boscobel, WI?

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

Is Boscobel, WI walkable to grocery stores?

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

Are neighbors friendly in Boscobel, WI?

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

Are the streets well-lit in Boscobel, WI?

As of early 2026, 56% of users say streets are well-lit

Is there wildlife in Boscobel, WI?

As of early 2026, 50% of users say there's wildlife

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

As of early 2026, 45% of users say they plan to stay for at least 5 years

Are there community events in Boscobel, WI?

As of early 2026, 40% of users say there are community events

OFF MARKET

17145 Bailey Rd
Boscobel, WI 53805

4 Beds
2 Baths
1,508 sqft (on 11.64 acres)

$374,800

Trulia Estimate

as of Jul 30, 2026

Est. Refi. Payment $2,448/mo*

Refinance Your Home

$374,800

Trulia Estimate

as of Jul 30, 2026

Est. Refi. Payment $2,448/mo*

Refinance Your Home

4 Beds

2 Baths

1,508 sqft

(on 11.64 acres)

Local Information

Map ViewExplore the area around 17145 Bailey Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1980

Lot Size

11.64 acres

Living Area

1,508 sqft

Price/Sqft

$249

Parking

Open Parking

About this House

Newly renovated twin A-frame cabins on 11+ acres of prime meadow and forested ridge in the heart of the Driftless area of southwest Wisconsin. At the intersection of Grant, Iowa, Crawford, and Richland Counties, the property sits a few miles from the Wisconsin River, the quaint town of Boscobel, and 50 minutes or less to Spring Green, Taliesin, House on the Rock, Wyalusing State Park, Viroqua, Mineral Point, Dodgeville, Platteville, Mt. Horeb, and Richland Center. With a highly rated AirBnB track record, down to earth mid-century modern décor, and modern amenities, this is the ideal turnkey investment and/or vacation property. Furnishings included to make move-in effortless. Off a quiet country road in a small valley. Teal cabin is 1250/mo rent and the Navy Cabin is AIRBNB no HOA fees

17145 Bailey Rd, Boscobel, WI 53805 is a 4 bedroom, 2 bathroom, 1,508 sqft single-family home built in 1980. It last sold for $340,000 on Sep 27, 2024 (3% below the $349,995 asking price). It is currently off market. The Trulia Estimate is $374,800, with a rent estimate of $1,775/month.

Home Details for 17145 Bailey Rd

Interior Features
Interior Details Basement: Crawl SpaceNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout Living Area: 1508 Square Feet
Appliances & Utilities Appliances: Washer, DryerDryerWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa No Fireplace
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One Half

Exterior Features
Exterior Home Features Patio / Porch: DeckVegetation: WoodedOther Structures: Storage
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: No Garage
Frontage Not on Waterfront
Water & Sewer Sewer: Non-Municipal/Prvt dispos
Finished Area Finished Area (above surface): 1508 Square Feet

Property Information
Year Built Year Built: 1980
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building Construction Materials: Wood Siding
Property Information Included in Sale: includes appliances and all furnishings and all personal propertyParcel Number: 060006570000

Price & Status
Price List Price: $349,995
Status Change & Dates Off Market Date: Mon Jun 17 2024

Active Status
MLS Status: Sold

Media
See Virtual Tour

Location
Direction & Address City: Boscobel
School Information Elementary School: RiverdaleElementary School District: RiverdaleJr High / Middle School: RiverdaleJr High / Middle School District: RiverdaleHigh School: RiverdaleHigh School District: Riverdale

Building
Building Area Building Area: 1508 Square Feet

Lot Information
Lot Area: 11.64 Acres

Offer
Listing Terms: Arms Length

Miscellaneous
Mls Number: 1978801Above Grade Unfinished Area: 1508

Last check for updates: about 3 hours ago

Listed by Kim Bussan

Home Key Real Estate

Bought with: Kim Bussan, Home Key Real Estate

Source: SCWMLS, MLS#1978801

Price History for 17145 Bailey Rd

Date	Price	Event	Source
09/27/2024	$340,000	Sold	SCWMLS #1978801
Recording Date 09/27/2024 County Transfer Tax N/A Total Transfer Tax N/A
09/05/2024	$349,995	Contingent	WIREX MLS #1978801

06/17/2024	$349,995	Listed For Sale	WIREX MLS #1978801

06/06/2022	$275,000	Sold	N/A
Recording Date 06/06/2022 County Transfer Tax N/A Total Transfer Tax $8
04/28/2022	$269,995	Contingent	WIREX MLS #1932629

04/26/2022	$269,995	Listed For Sale	WIREX MLS #1932629

Market trends in Boscobel

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

—

Available listings

1MoM

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Property Tax and Assessment

Year	2024
Tax	$2,207
Assessment	$213,700

Home facts updated by county records

Comparable Sales for 17145 Bailey Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
3027 Sand Hill Rd, Boscobel, WI	1.97	Single-Family Home	$1,243,200	12/29/25	5	1	2,600
15999 Biba ROAD, Muscoda, WI	3.35	Single-Family Home	$1,825,000	07/23/26	3	3	1,340
3332 Highway 133, Blue River, WI	4.04	Single-Family Home	$275,000	09/05/25	3	1.5	2,016
301 Main St, Blue River, WI	4.05	Single-Family Home	$170,000	07/24/26	2	1	1,650
704 Park Blvd, Blue River, WI	4.26	Single-Family Home	$479,000	02/02/26	3	2.5	2,910
18553 Taylor Rd, Muscoda, WI	4.98	Single-Family Home	$360,000	04/22/26	3	2	1,488
207 Lafollette St, Blue River, WI	4.10	Single-Family Home	$230,000	08/22/25	4	2	1,871
16429 Pine Tree Rd, Muscoda, WI	5.21	Single-Family Home	$285,000	08/29/25	3	1.5	1,988

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
17141 Bailey Rd,
Blue River, WI 53518
OFF MARKET
Est. $239,300
3 bd
3 ba
2,480 sqft
16984 Bailey Rd,
Boscobel, WI 53805
OFF MARKET
17323 Roen Rd,
Boscobel, WI 53805
OFF MARKET
17410 Roen Rd,
Boscobel, WI 53805

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Additional Cost

Assigned Schools

These are the assigned schools for 17145 Bailey Rd.

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 Boscobel

At least 5 Trulia users voted on each feature.

100 % Say people would walk alone at night
100 % Say it's quiet
100 % Say kids play outside
89 % Say there's holiday spirit
89 % Say it's dog friendly
88 % Say parking is easy
80 % Say yards are well-kept
75 % Say it's walkable to restaurants
75 % Say there are sidewalks
67 % Say car is needed
67 % Say it's walkable to grocery stores
65 % Say neighbors are friendly
56 % Say streets are well-lit
50 % Say there's wildlife
45 % Say they plan to stay for at least 5 years
40 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Fla33040
Resident
7y ago
"walk to work :-D. 5 blocks. Winter's a challenge but summers are wonderful! Majority of work is mnfg/ factory, professionals /admin often need to travel."
0
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Bulldogger
Resident
7y ago
"5 minute walk downtown. walk.everywhere. only drive to go for longer supply trips, like Walmart or Menards."
0
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