655 Cypress Way, Oregon, WI 53575
Property image
Property image
UNDER CONTRACT
0.45 ACRES

$829,900

  • 4 Beds
  • 3.5 Baths
  • 3,340 sqft (on 0.45 acres)

655 Cypress Way, Oregon, WI 53575

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Home Highlights

Single-Family Home
Built in 2026
0.45 acre lot
$248/sqft
Garage
HOA $8/mo

Local Information

  • Map ViewExplore the area around 655 Cypress Way.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Proposed Construction: The Stonehaven by Eldon Homes, an exceptional 4-bed, 4 bath Customizable Craftsman two-story in one of areas premier golf-course communities. Featuring a 3-car garage and striking open-to-below great room, this home blends luxury with comfort. The gourmet kitchen offers solid-surface counters and a large island that anchors the main living area. A main-level office/flex room and mudroom add daily convenience. The primary suite offers a customizable bath and walk-in closet. Upper-level bedrooms are well sized with a full bath. Finished lower-level options allow for a gym, theater, wet bar, add Bedroom (640 sqft rec room included). Located in The Legend at Bergamot with top-tier golf, clubhouse, pools, courts, and a vibrant community lifestyle.
Last check for updates: about 9 hours ago
Listing courtesy of Rob Hostrawser
Elevate Estates Realty Co.
Source: SCWMLS, MLS#2012675

Home Details for 655 Cypress Way

Active Status

MLS Status: Offer-Show

Interior Features

Interior Details
Basement: Full,Sump Pump,8'+ Ceiling,Bath/Stubbed,Radon Mitigation SystemNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 3340 Square Feet
Appliances & Utilities
Utilities: Internet - Cable, Internet - DSL
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Additional Parking
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2700 Square Feet

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Prairie/Craftsman
Building
Construction Materials: Stone, Engineered Wood
Property Information
Parcel Number: 050910403211

Price & Status

Price
List Price: $829,900Price Per Sqft: $248

Location

Direction & Address
City: OregonCommunity: The Legend at Bergamont
School Information
Elementary School: Call School DistrictElementary School District: OregonJr High / Middle School: Call School DistrictJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Agent Information

Listing Agent
Listing ID: 2012675

Building

Building Details
Builder Name: Eldon Homes
Building Area
Building Area: 3340 Square Feet

HOA

Has an HOAHOA Fee: $100/Annually

Lot Information

Lot Area: 0.45 acres

Miscellaneous

BasementMls Number: 2012675Zillow Contingency Status: Under ContractAbove Grade Unfinished Area: 2700

Around this home

What Locals Say about Oregon

At least 64 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 94 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say kids play outside

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say car is needed

  • 80 % Say streets are well-lit

  • 80 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 68 % Say it's walkable to restaurants

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 48 % Say it's walkable to grocery stores

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tanya Hoppe
    "Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
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  • Khockett58
    "Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
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  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
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  • Tjrbackstroker
    "A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
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  • Kelly J. P.
    "Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
    2
    Flag
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
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    Flag
  • Rachel
    "To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
    1
    Flag
  • miltydog
    "Wonderful schools and a strong sense of community"
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    Flag
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
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  • Stevie K.
    "If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
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  • Stefan
    "This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
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Market trends in Oregon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$539K
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
10MoM

Home Value

Trulia Estimate
$200K
Since last month
Decreased$500 (-0.2%)
Since last year
Decreased$628K (-75.9%)
Since last sale
Decreased$200 (-0.1%)
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 decreased by -76% in the last 10 years
MonthEstimated value
2026
August 2026$200K
July 2026$200K
June 2026$201K
May 2026$200K
April 2026$829K
March 2026$829K
February 2026$827K
January 2026$824K
2025

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
1045 Augusta Dr, Oregon, WI
0.24
Single-Family Home
$859,000
06/03/26
4
3
3,382
625 Interlachen Ave, Oregon, WI
0.04
Single-Family Home
$1,019,900
11/05/25
5
3.5
4,154
667 Cypress Way, Oregon, WI
0.04
Single-Family Home
$636,000
10/27/25
3
2
1,817
131 Raquel Cir, Oregon, WI
0.39
Single-Family Home
$800,000
11/12/25
4
3.5
3,482
485 Riviera St, Oregon, WI
0.26
Single-Family Home
$749,900
05/22/26
4
3
4,087
480 Medinah St, Oregon, WI
0.32
Single-Family Home
$705,000
09/05/25
4
3.5
3,244
920 Carnoustie Way, Oregon, WI
0.41
Single-Family Home
$899,900
08/12/26
5
3.5
3,557
656 Rinpoche Ln, Oregon, WI
0.48
Single-Family Home
$850,000
06/29/26
4
3.5
3,745
370 Riviera STREET, Oregon, WI
0.42
Single-Family Home
$740,000
10/31/25
4
3.5
3,352

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
L319 Interlachen Ave, Oregon, WI 53575
0.04
-
-
-
-
Off Market
661 Cypress Way #342, Oregon, WI 53575
0.02
$820,100
5
3
2,928
Off Market
625 Interlachen Ave, Oregon, WI 53575
0.04
$1,019,900
5
3.5
4,154
Recently Sold
L320 Interlachen Ave, Oregon, WI 53575
0.04
-
-
-
-
Off Market
L338 & L339 Cypress Way, Oregon, WI 53575
0.04
-
-
-
-
Off Market
667 Cypress Way, Oregon, WI 53575
0.04
$636,100
3
2
1,817
Off Market
L390 Interlachen Ave, Oregon, WI 53575
0.08
-
-
-
-
Off Market
L317 Interlachen Ave, Oregon, WI 53575
0.07
-
-
-
-
Off Market
673 Cypress Way, Oregon, WI 53575
0.06
$872,800
4
2.5
3,040
Off Market
L387 Interlachen Ave, Oregon, WI 53575
0.10
-
-
-
-
Off Market
L386 Interlachen Ave, Oregon, WI 53575
0.10
$280,000
-
-
-
Recently Sold
620 Cypress Way, Oregon, WI 53575
0.08
$1,307,700
5
4.5
4,442
Off Market

Price and Tax history

DateEventPrice
May 12, 2026
Source: N/A
Sold
$199,900
Jan 24, 2026
Source: WIREX MLS #2012675
Contingent
$829,900
Nov 18, 2025
Source: WIREX MLS #2012675
Listed For Sale
$829,900

LGBTQ Local Legal Protections

Rob Hostrawser, Elevate Estates Realty Co.

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Frequently asked questions about 655 Cypress Way

  • What is the estimated monthly payment for 655 Cypress Way?
    Based on a $829,900 list price with 20% down at today's rates, the estimated monthly payment for 655 Cypress Way in Oregon, WI is approximately $5,491 (about $4,392 principal & interest, $1,024 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 655 Cypress Way compare to homes in Oregon?
    655 Cypress Way in Oregon, WI is listed at $829,900, about 54% above the $539K median sale price in Oregon.
  • What do residents say about Oregon?
    Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See homes for sale in Oregon, WI.
  • What are the closest schools to 655 Cypress Way?
    The closest schools to 655 Cypress Way in Oregon, WI are Netherwood Knoll Elementary School (Pre-K, rated 7/10), Oregon High School (rated 10/10), Oregon Middle School (rated 5/10).
  • Does 655 Cypress Way have air conditioning?
    Yes, 655 Cypress Way in Oregon, WI has air conditioning.
  • How big is the lot at 655 Cypress Way?
    The lot at 655 Cypress Way in Oregon, WI is about 0.45 acres (19,602 sq ft).
655 Cypress Way, Oregon, WI 53575 is a 4 bedroom, 4 bathroom, 3,340 sqft single-family home built in 2026. This property is currently available for sale and was listed by SCWMLS. The MLS # for this home is MLS# 2012675.