Cailyn Ray

Madison WI

Real Broker

22 Closed Sales

$9.4M Total Value

$250K - $970K Price Range

$426.2K Average Price

Prior 5 years

About Cailyn

Home Types: House, MultiFamily, Condo

Years of Experience: 2

Transaction History

1 Year
2 Year

Seller Deals
Total Deals	5
Total Value	$2,223,000
Average Sale Price	$444,600
Price Range	$250K - $825K

Buyer Deals
Total Deals	8
Total Value	$3,458,250
Average Sale Price	$432,281
Price Range	$230K - $620K

Seller Deals
Total Deals	13
Total Value	$5,599,000
Average Sale Price	$430,692
Price Range	$223K - $970K

Buyer Deals
Total Deals	9
Total Value	$3,778,250
Average Sale Price	$419,806
Price Range	$230K - $620K

Neighborhoods Cailyn is Experienced In

Cailyn's Active Listings

$1,750,000
- 3 Beds
- 2 Baths
- 2,800 Sq Ft
4909 County Road K

Oshkosh, WI
Rare turnkey equestrian facility offering exceptional scale, infrastructure, and income potential. The heated main barn features 34 12x12 stalls with lights, fans, auto waterers, hay nets, and mats, plus grooming stalls, tack rooms, feed rooms, wash rack, lounge, office, bathrooms, and a viewing room overlooking the 70'x175' indoor arena with updated lighting, sheet metal, and infrared heat.

Cailyn Ray REAL BROKER LLC

$400,000
- 2 Beds
- 3 Baths
- 2,109 Sq Ft
361 Concord Dr

Unit 6

Oregon, WI
What if condo living looked a little more like home? What if you pulled into your private driveway, stepped in from the attached 2-car garage, and were welcomed by a bright main living area that instantly felt easy to settle into? What if the 2 main floor bedrooms and 3 total bathrooms gave you the comfort and function that just works, while the layout made it easy to host, relax, and enjoy

Cailyn Ray Real Broker

$600,000
- 3 Beds
- 3 Baths
- 3,992 Sq Ft
N6215 3rd Dr

Plainfield, WI
Set across 20 acres, this thoughtfully arranged homestead is designed for both everyday living and country functionality. The 3-bedroom, 3-bath home offers a refined yet comfortable feel, with vaulted ceilings, expansive windows, abundant natural light, and a fireplace that anchors the main living space. The basement features a fully equipped commercial kitchen, adding rare versatility for

Cailyn Ray Real Broker

$300,000
- 4 Beds
- 1.5 Baths
- 2,332 Sq Ft
27916 Highway 80

Richland Center, WI
Set on nearly 5 acres and backing up to hundreds of acres of public land, this 4 bed, 1.5 bath home feels quiet in a way that’s hard to find. The home has been fully updated from top to bottom, with new flooring throughout, so you can settle in without a project list waiting for you. Mornings on the new deck look out over open land instead of neighbors. Just under 2 acres are fenced for horses or

Cailyn Ray Real Broker

$1,300,000
- 3 Beds
- 3 Baths
- 3,068 Sq Ft
2427 Beede Lake Trail

Saint Croix Falls, WI
Secluded luxury log estate on nearly 70 acres, minutes from town and 1hr to Twin Cities. The custom home crowns a private hilltop, wrapped in mature trees. Designed with intention - Lofted primary suite plus 2 additional bedrooms, 3 baths, open great room with gas fireplace, birch floors, custom maple cabinetry. Expansive wrap-around porch is designed so outdoor living is always part of daily

Cailyn Ray Real Broker

Recently Sold

$440,000

Sold Apr 3, 2026
- 3 Beds
- 2.5 Baths
- 1,813 Sq Ft
6107 Ragan St

Madison, WI
- 2% Below List
- $243/SF
- 43 Days On Market
- Current Est. Value $443K
Cailyn Ray Real Broker

$383,000

Sold Dec 1, 2025
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
N4470 S Schopen Rd

Jefferson, WI
- 9% Above List
- $319/SF
- 7 Days On Market
- Current Est. Value $386K
Cailyn Ray Real Broker

$250,000

Sold Oct 31, 2025
- 2 Beds
- 1 Bath
- 942 Sq Ft
640 8th St

Prairie Du Sac, WI
- $265/SF
- 2 Days On Market
- Current Est. Value $254K
Cailyn Ray Real Broker

$325,000

Sold Oct 10, 2025
- 4 Beds
- 2.5 Baths
- 1,854 Sq Ft
730 Hamilton St

Columbus, WI
- 3% Above List
- $175/SF
- 5 Days On Market
- Current Est. Value $332K
Cailyn Ray Real Broker

$825,000

Sold May 30, 2025
- 4 Beds
- 3 Baths
- 3,339 Sq Ft
5826 Grassland Terrace

Marshall, WI
- 10% Above List
- $247/SF
- 27 Days On Market
- Current Est. Value $839K
Cailyn Ray Real Broker

$625,000

Sold Dec 5, 2024
- 5 Beds
- 2.5 Baths
- 3,430 Sq Ft
5529 Langer Rd

Marshall, WI
- 11% Below List
- $182/SF
- 40 Days On Market
Cailyn Ray Real Broker

$970,000

Sold Nov 26, 2024
- 5 Beds
- 3 Baths
- 3,494 Sq Ft
1567 Wisconsin 19

Marshall, WI
- 7% Below List
- $278/SF
- 62 Days On Market
Cailyn Ray Real Broker

$223,000

Sold Nov 18, 2024
- 4 Beds
- 1.5 Baths
- 1,464 Sq Ft
752 Hamilton St

Columbus, WI
- 1% Below List
- $152/SF
- 25 Days On Market
- Current Est. Value $241K
Cailyn Ray Real Broker

$307,000

Sold Oct 25, 2024
- 2 Beds
- 1 Bath
- 1,836 Sq Ft
6691 Twin Lane Rd

Sun Prairie, WI
- 12% Above List
- $167/SF
- 15 Days On Market
- Current Est. Value $337K
Cailyn Ray Real Broker

Other Experience

First Time Home Buyers, Investments, Luxury Homes, New Construction, Property Management

Cailyn Ray

(608) 686-6296

Real Broker

(608) 686-6296

Homes for Sale by City

Cailyn Ray

About Cailyn

Transaction History

Seller Deals

Buyer Deals

Seller Deals

Buyer Deals

Neighborhoods Cailyn is Experienced In

Cailyn's Listings and Deals

Cailyn's Active Listings

Recently Sold

Other Experience