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$1,450,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 4,590 Sq. Ft.
  • 5 Car Garage
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Spectacular estate on 7 acres with 300 feet of frontage on Spring fed Lake Ripley. Custom built log home overlooking tranquil marshland with stunning views. Take in the sounds of nature as you walk along the board walk to your private pier. Open floor plan with vaulted ceilings & wide plank flooring, 4 bedrooms, 4 baths, 3 season room, screened porch, floor to ceiling stone fireplace in great room to keep you warm & cozy on cooler days, nice main level deck with tiki bar, walkout lower level, inground pool, pickleball court, & an extra garage with 3+ stalls for all those lake & pool toys. Spacious kitchen with two large islands, beautiful knotty cherry cabinets, granite/quarts counters, walk-in pantry, and SS appliances. This property has so much to offer its like a private resort!

Full Property Details for N4272 Sleepy Hollow Rd

General

  • Price: $1,450,000
  • Taxes: $16,763 (2025)
  • Status: Contingent
  • Type: Single Family
  • Source: MetroMLS_Milwaukee_Wirex
  • MLS ID: 1944317
  • Updated: 12/26/2025
  • Added to Site: 41 day(s) ago

Interior

  • Interior Features: 2 or more Fireplaces, Cable TV Available, Free Standing Stove, Gas Fireplace, High Speed Internet, Hot Tub, Kitchen Island, Pantry, Sauna, Skylight, Split Bedrooms, Vaulted Ceiling(s), Walk-In Closet(s), Wood Floors
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Oven, Range, Refrigerator, Washer, Water Softener Owned

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Bathroom: At least one Bathtub, Ceramic Tile, MBR Bath Walk-in Shower

Bedrooms

  • Total Bedrooms: 4
  • Bedroom 2: 11 x 12, Main Level
  • Bedroom 3: 19 x 12, Lower Level
  • Bedroom 4: 14 x 13, Lower Level

Other Rooms

  • Living Room: 29 x 25, Main Level
  • Family Room: 26 x 29, Main Level
  • Kitchen: 17 x 12, Main Level
  • Dining Room: 18 x 12, Main Level
  • Laundry: 10 x 12, Main Level
  • Other Room 1: 8 x 7, Lower Level
  • 3 Season Porch: 24 x 12, Main Level

Exterior

  • Exterior Features: Deck, In-Ground Pool, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Garage Description: Electric Door Opener

Location

  • County: Jefferson
  • Driving Directions: Hwy 12 just east of downtown Cambridge, turn left onto Sleepy Hollow Road, first property on the left. Or I94 west , south on Hwy 26 , HWY 18 west, to Park St. left on Hwy 12, to Sleepy Hollow Road

School Information

  • School District: Cambridge
  • Elementary School: Cambridge
  • Middle School: Nikolay
  • High School: Cambridge

Heating & Cooling

  • Heating/Cooling: Natural Gas, Central Air Conditioning, Forced Air

Utilities

  • Water/Sewer: Municipal Sewer, Private Well

Structural Information

  • Architectural Style: Single Story, Log Home
  • Description/Design: Water Frontage on Lot
  • Exterior Const.: Log
  • Basement Desc.: 8+ Ceiling, Full, Partially Finished, Shower, Walk-Out/Outer Door
  • Square Feet: 4,590
  • Year Built: 2005

Additional Structures

  • Other Structures: Additional Garage(s)

Lot Features

  • Lot Size (Acres): 6.99
  • Zoning: residential

Water Features

  • Water Front: Yes
  • Water Access Desc: Lake, Pier
  • Water Front Name: Ripley

Financial Considerations

  • Tax Amount: $16,763
  • Tax Year: 2025

Listed by RE/MAX Community Realty

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— N4272 Sleepy Hollow Rd —

  • RE/MAX Community Realty

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Schools serving N4272 Sleepy Hollow Rd

School District:Cambridge School District
NameGradesDistance
Cambridge Elementary School
802 West Water Street, Cambridge, WI 53523
PK-51.5 mi
Nikolay Middle School
211 South Street, Cambridge, WI 53523
6-80.8 mi
Cambridge High School
403 Blue Jay Way, Cambridge, WI 53523
9-120.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for N4272 Sleepy Hollow Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
12/08/2025
Listed
$1,450,000
137.7%
MLS
7/20/2017
Sold
$610,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for N4272 Sleepy Hollow Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$16,793
—
$1,259,400
—
2023
$16,864
25%
$1,259,400
108%
2022
$13,508
15%
$606,500
1%
2021
$11,769
5%
$600,600
5%
2020
$11,238
1%
$569,300
—
2019
$11,122
3%
$569,300
—
2018
$10,799
—
$569,300
—
2017
$10,821
-8%
$571,700
—
2016
$11,754
3%
$571,700
—
2015
$11,458
3%
$571,700
—
2014
$11,135
-2%
$571,700
—
2013
$11,411
—
$571,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by RE/MAX Community Realty

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N4272 Sleepy Hollow Rd, Oakland, WI 53523 (MLS# 1944317) is a Single Family property with 4 bedrooms and 4 full bathrooms. N4272 Sleepy Hollow Rd is currently listed for $1,450,000 and was received on December 08, 2025. Want to learn more about N4272 Sleepy Hollow Rd? Do you have questions about finding other Single Family real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

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