Jenna Galegher Real Estate Agent - Windseeker Realty

37475 Sophie Ln, Bayfield, WI Pending $365,000 - listed by Jenna Galegher — Pending $365,000

Jenna Galegher co-listing agent for 33315 State Highway 13, Bayfield, WI - sold for $155,400 — Sold $155,400 • Co-Listing Agent

104 S 4th St, Bayfield, WI For Sale $475,000 - listed by Jenna Galegher — For Sale $475,000

Jenna Galegher buyer's agent for 36945 State Highway 13, Bayfield, WI - sold for $245,000 — Sold $245,000

332 W Pine St, Washburn, WI For Sale $175,000 - listed by Jenna Galegher — For Sale $175,000

Jenna Galegher

Bayfield WI

Windseeker Realty

74 Closed Sales

$18M Total Value

$86.5K - $650K Price Range

$243.7K Average Price

Prior 5 years

About Jenna

Born and raised on a 4th generation farm in the Red River Valley of North Dakota, I learned the value of family, commitment and hard work. I earned my Bachelors in Business Management at North Dakota State University, and began my real estate career managing rental properties in Fargo, ND.

I have experience working in healthcare, startup companies, and non-profit environments, and continuously engage in learning and educational opportunities to best serve the community around me.

I found the Bayfield area through my interest in sailing and continue to race locally on Lake Superior and around the region. I now live between Bayfield and Cornucopia and raise chickens and pigs with my husband on our small hobby farm.

I understand the challenges of transitioning and would love to work with you to best serve your needs for the adventures that lie ahead. Call or email me today to start your next adventure!

Home Types: House, Lot/Land, Commercial, Condo, Multifamily

Years of Experience: 10

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	12
Total Value	$4,205,400
Average Sale Price	$350,450
Price Range	$115K - $540K

Buyer Deals
Total Deals	7
Total Value	$2,063,000
Average Sale Price	$294,714
Price Range	$28K - $465K

Seller Deals
Total Deals	17
Total Value	$5,364,422
Average Sale Price	$315,554
Price Range	$115K - $540K

Buyer Deals
Total Deals	12
Total Value	$2,898,500
Average Sale Price	$241,542
Price Range	$28K - $465K

Seller Deals
Total Deals	42
Total Value	$10,617,322
Average Sale Price	$252,793
Price Range	$13K - $540K

Buyer Deals
Total Deals	32
Total Value	$7,419,200
Average Sale Price	$231,850
Price Range	$28K - $650K

5 Year View

Areas Jenna is Experienced In

Bayfield

50 Sales
Ashland

3 Sales

Jenna's Listings and Deals

Jenna's Active Listings

$475,000
- 3 Beds
- 2 Baths
- 1,840 Sq Ft
104 S 4th St

Bayfield, WI
Step back in time while enjoying the comfort and character of this beautifully preserved pre-1870 home, ideally located near Downtown Bayfield. Rich in history and timeless appeal, this one-of-a-kind property showcases the craftsmanship of a bygone era with original architectural details, warm wood accents, and inviting living spaces that have been lovingly maintained. The welcoming kitchen is

Jenna Galegher Windseeker Realty, LLC

$175,000
- 3 Beds
- 1 Bath
- 1,400 Sq Ft
332 W Pine St

Washburn, WI
This comfortable three-bedroom, one-bathroom house is situated on three city lots. The home offers approximately 1,400 square feet of living space and features a spacious layout with hardwood flooring. The interior is filled with abundant natural light, creating a bright and welcoming atmosphere. The kitchen boasts ample cabinetry and storage space, complemented by the home's overall spacious

Jenna Galegher Windseeker Realty, LLC

$440,000
- 4 Beds
- 3 Baths
- 2,624 Sq Ft
34590 Bay View Rd

Unit 801

Bayfield, WI
Approximately 2,600 square feet of living space in this four-bedroom, three-bathroom house. The property features a scenic waterfront location next to expansive Pike's Bay marina, as well as picturesque townhomes surrounding the area. The spacious exterior includes ample parking and well-maintained landscaping. The interior layout is spacious and bright, with abundant natural light throughout. A

Jenna Galegher Windseeker Realty, LLC

$89,000
- Land
- 2.37 Acres
- $37,553 per Acre
85XXX Apple Hill Rd

Bayfield, WI
Approximately 2.3 acres of lush, natural beauty await on this tranquil woodland property. Surrounded by vibrant foliage and mature trees, the land offers a serene, peaceful atmosphere perfect for those seeking a connection to nature. Scenic views stretch out over the landscape, with the potential for captivating lake views and a vista overlooking the charming city of Bayfield. A shared driveway

Jenna Galegher Windseeker Realty, LLC

$365,000

Pending
- 1 Bed
- 1 Bath
- 954 Sq Ft
37475 Sophie Ln

Bayfield, WI
A place you may never want to leave—and these sellers proved it. Tucked among the trees in the sought-after Brickyard Creek community, this recently built Northwoods chalet offers the perfect blend of modern comfort, thoughtful design, and the tranquility of a true Northwoods getaway. Designed as a single-level retreat, the home features vaulted ceilings, beautiful in-floor heat, a cozy gas

Jenna Galegher Windseeker Realty, LLC

$300,000

Pending
- 1 Bed
- 1 Bath
- 1,120 Sq Ft
86270 Meyers Olson Rd

Bayfield, WI
This approximately 6.6-acre property offers a peaceful and secluded retreat, nestled amidst lush greenery and a scenic wooded setting. The home boasts a spacious one-bedroom, one-bathroom layout, featuring abundant natural light. The interior provides a versatile and well-designed floor plan, with ample storage space and a spacious layout that seamlessly integrates the indoor and outdoor living

Jenna Galegher Windseeker Realty, LLC

$223,000

Pending
- 3 Beds
- 1 Bath
- 1,540 Sq Ft
311 E 6th St

Washburn, WI
This Washburn home, built to last, blends historic charm with modern comforts. The spacious kitchen invites everyday gatherings, while the green backyard offers a relaxing retreat. Nestled in a peaceful neighborhood adjacent to woods and within a walkable distance to downtown, this home provides both quiet living and convenient access to local amenities. Key features include 3 bedrooms and 1

Jenna Galegher Windseeker Realty, LLC

Recently Sold

$525,000

Sold Aug 14, 2026
- 2 Beds
- 1 Bath
- 1,116 Sq Ft
89095 W Romans Point Rd

Cornucopia, WI
- 66 Days On Market
- $470/SF
- Current Est. Value $583K
Jenna Galegher Windseeker Realty, LLC

$340,000

Sold Jul 8, 2026
- 2 Beds
- 2 Baths
- 1,800 Sq Ft
33 S 4th St

Bayfield, WI
- 7% Below List
- 144 Days On Market
- $189/SF
- Current Est. Value $356K
Jenna Galegher Windseeker Realty

$115,000

Sold Jul 1, 2026
- Land
- 3.80 Acres Lot
35365 Old Orchard Ln

Bayfield, WI
- 8% Below List
- 110 Days On Market
- Current Est. Value $123K
Jenna Galegher Windseeker Realty, LLC

$475,000

Sold Apr 30, 2026
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
87645 Bjorn Rd

Bayfield, WI
- 3% Below List
- 95 Days On Market
- $226/SF
- Current Est. Value $479K
Jenna Galegher Windseeker Realty

$415,000

Sold Apr 30, 2026
- 4 Beds
- 2 Baths
- 1,782 Sq Ft
321 Rice Ave

Bayfield, WI
- 12% Below List
- 222 Days On Market
- $233/SF
- Current Est. Value $420K
Jenna Galegher Windseeker Realty, LLC

$525,000

Sold Nov 6, 2025
- 2 Beds
- 2 Baths
- 1,858 Sq Ft
215 S 9th St

Bayfield, WI
- 13 Days On Market
- $283/SF
- Current Est. Value $547K
Jenna Galegher Windseeker Realty, LLC

$425,000

Sold Oct 17, 2025
- 2 Beds
- 2 Baths
- 3,126 Sq Ft
720 Rice Ave

Bayfield, WI
- 324 Days On Market
- $136/SF
Jenna Galegher Windseeker Realty, LLC

$120,000

Sold Jul 25, 2025
- 1 Bed
- 1 Bath
- 783 Sq Ft
34300 Port Superior Rd

Bayfield, WI
- 118 Days On Market
- $153/SF
Jenna Galegher Windseeker Realty, LLC

$370,000

Sold Jul 18, 2025
- 1 Bed
- 1 Bath
- 954 Sq Ft
37475 Sophie Ln

Bayfield, WI
- 60 Days On Market
- $388/SF
Jenna Galegher Windseeker Realty, LLC

Other Experience

First Time Homebuyers, Investments, Luxury Homes, New Construction, Property Management, Distressed Properties

Agent License: Wisconsin WI 58367-90

Jenna Galegher

(715) 202-6139

Windseeker Realty

(715) 202-6139

Nearby Homes

Jenna Galegher

About Jenna

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Areas Jenna is Experienced In

Jenna's Listings and Deals

Jenna's Active Listings

Recently Sold

Other Experience