Off Market May 2025 for $325K

$343,422

Est. refi paymentEst. refi $2,180/mo

•

—

sq ft

1111 Sugar Loaf Rd, Winona, MN 55987

About this home

Bursting with charm, character, and modern updates—this pre-inspected home offers a rare blend of vintage appeal and contemporary comfort. Nestled on 2.18 private acres just minutes from everything Winona has to offer, this 4-bedroom, 2-bath gem is surrounded by lush gardens, mature trees, and serene wooded areas. Inside, you’ll find a spacious living room, separate dining room, cozy library, and dedicated office—perfect for work or relaxation, with 3 bedrooms on one level. The main floor also features laundry and a large mudroom that opens to a screened-in porch. You will find original hardwood floors, updated windows and mechanicals, a wood burning fireplace, plus the whole house has been freshly painted and professionally cleaned! The lower level boasts a private entrance to a potential rental suite with a kitchenette/living room, bedroom, and bathroom. Outside, enjoy a detached 2-stall garage, 24x16 shed, chicken coop, and even a treehouse—ideal for hobbyists, homesteaders, or anyone who loves the outdoors. Come experience a one-of-a-kind property where comfort meets character!

Single-familyProperty Type

1886Year Built

2.18 acresLot Size

2 car garageParking

Listed by Lauren Boutin • Dwell Realty Group LLC

Listed by Zachary Boutin

Redfin checked: 2 minutes ago

•Source:NORTHSTARMLS as Distributed by MLS Grid #6706804

Redfin Estimate

$343,422

$18K since sold in May 2025$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.2% higher than the average sale price ($327K) of 6 comparable homes.

SOLD JUL 31, 2026
$290,000
A
3 beds2 baths— sq ft
501 E Howard (10th) St, Winona, MN 55987
SOLD JUL 17, 2026
$205,000
B
4 beds2 baths— sq ft
274 Vine St, Winona, MN 55987
SOLD AUG 21, 2026
$298,000
C
3 beds2 baths— sq ft
1366 Lorrai Dr, Winona, MN 55987
SOLD JUL 7, 2026
$400,000
D
4 beds2 baths— sq ft
1614 Valley View Dr, Winona, MN 55987
SOLD AUG 14, 2026
$411,000
E
3 beds2 baths— sq ft
657 Market St, Winona, MN 55987
SOLD AUG 19, 2026
$355,000
F
4 beds2 baths— sq ft
1617 Circle Dr, Winona, MN 55987

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,899/mo

Redfin rental estimate

List your home for rent

Market trends in 55987, MN

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.8%

0.2% MoM

Median sale price

$269K

$11K MoM

Avg. days on market

15d

2 days MoM

Recently sold homes

112

3 MoM

New listings for sale

COMING SOON
$220,000
5 beds2 baths1,400 sq ft
423 W Mark St, Winona, MN 55987
NEW 33 HRS AGO
$295,000
3 beds3 baths2,120 sq ft
1175 10th St, Winona, MN 55987
$220,000
3 beds2 baths2,148 sq ft
4618 W 5th St, Winona, MN 55987
OPEN SUN, 10AM TO 11:30AM
$319,900
3 beds2 baths1,584 sq ft
106 Glendale Rd, Winona, MN 55987
3D WALKTHROUGH
$150,000
3 beds1 bath980 sq ft
577 W Sanborn St, Winona, MN 55987
OPEN SUN, 10AM TO 11AM
$264,999
2 beds2 baths2,102 sq ft
496 E Sarnia St, Winona, MN 55987
$204,900
2 beds1 bath1,008 sq ft
317 E Howard St, Winona, MN 55987
$550,000
3 beds3 baths2,916 sq ft
68 Whispering Ave, Winona, MN 55987
OPEN SEP 14, 5PM TO 6:30PM
$329,900
3 beds3 baths2,114 sq ft
1026 Glen Echo Rd, Winona, MN 55987
$229,900
2 beds2 baths1,248 sq ft
86 Knopp Valley Dr, Winona, MN 55987
See all

Provided by Redfin

Sale history for 1111 Sugar Loaf Rd

Date

Event

Price

NORTHSTARMLS as Distributed by MLS Grid #6706804

May 16, 2025

Sold

$325,000

Apr 29, 2025

Pending

—

Apr 28, 2025

Listed

$315,000

Apr 24, 2025

Coming Soon

$315,000

NORTHSTARMLS as Distributed by MLS Grid #5115702

Dec 10, 2018

Listing Removed

—

Feb 15, 2018

Sold

$220,000

Jul 31, 2017

Listed

$224,000

+23

NORTHSTARMLS as Distributed by MLS Grid #5108862

Dec 10, 2018

Listing Removed

—

Sep 3, 2013

Listed

$234,900

Public Records

Feb 15, 2018

Sold

$220,000

Public Records

May 11, 2016

Sold

$225,800

NORTHSTARMLS as Distributed by MLS Grid #SEMN4048281

Jan 1, 2015

Listing Removed

—

Oct 20, 2014

Price Changed

$234,900

Sep 4, 2014

Relisted

—

Sep 4, 2014

Listing Removed

—

Aug 21, 2014

Price Changed

$239,900

Jun 5, 2014

Price Changed

$268,000

May 9, 2014

Price Changed

$292,000

Mar 4, 2014

Relisted

—

Mar 4, 2014

Listing Removed

—

Feb 25, 2014

Listed

$299,000

Public Records

Nov 1, 2005

Sold

$237,500

NORTHSTARMLS as Distributed by MLS Grid #SEMN2911131

Aug 16, 2005

Listed

$237,500

Public Records

Jun 16, 1998

Sold

$94,500

Year

Property tax

Land + Additions

Assessment*

2026

$2,874 (+5.9%)

2025

$2,714 (+3.5%)

2024

$2,622 (+7.4%)

2023

$2,442 (+4.5%)

2022

$2,336 (+3.7%)

2021

$2,252 (−0.6%)

2020

$2,266 (−0.5%)

2019

$2,278 (+0.3%)

2018

$2,272 (+4.8%)

$37,258 + $136,642

$173,900

2017

$2,168 (+6.5%)

$36,770 + $124,930

$161,700

2015

$2,036 (+6.8%)

$36,457 + $118,243

$154,700

2014

$1,906 (−4.8%)

$36,182 + $112,818

$149,000

2013

$2,002

$41,500 + $134,700

$176,200

Tax history for 1111 Sugar Loaf Rd

Year

Property tax

Land + Additions

Assessment*

2026

$2,874 (+5.9%)

2025

$2,714 (+3.5%)

2024

$2,622 (+7.4%)

2023

$2,442 (+4.5%)

2022

$2,336 (+3.7%)

2021

$2,252 (−0.6%)

2020

$2,266 (−0.5%)

2019

$2,278 (+0.3%)

2018

$2,272 (+4.8%)

$37,258 + $136,642

$173,900

2017

$2,168 (+6.5%)

$36,770 + $124,930

$161,700

2015

$2,036 (+6.8%)

$36,457 + $118,243

$154,700

2014

$1,906 (−4.8%)

$36,182 + $112,818

$149,000

2013

$2,002

$41,500 + $134,700

$176,200

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

20 ft.

Lot depth

48 ft.

Lot size

2.18 Acres

Year renovated

1990

Sq. Ft.

2,664

Year built

1886

Style

Single Family Residential

County

Winona County

APN

323207370

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 27, 2026.

Property details

Parking

Parking Information
Parking Features: Concrete
Garage Spaces: 2
Garage Sq. Ft.: 468

Interior

Bedroom Information
# of Bedrooms: 4

Bathroom Information
# of Full Baths (Total): 1
# of Three Quarter Baths (Total): 1
Description: 3/4 Basement,Main Floor Full Bath

Room 1 Information
Room Type: Dining Room
Room Level: Main

Room 2 Information
Room Type: Bedroom
Room Level: Main

Room 3 Information
Room Type: Bedroom 4

Room 4 Information
Room Type: Kitchen
Room Level: Main

Room 5 Information
Room Type: Kitchen- 2nd

Room 6 Information
Room Type: Library
Room Level: Main

Room 7 Information
Room Type: Living Room
Room Level: Main

Room 8 Information
Room Type: Living Room

Room 9 Information
Room Type: Mud Room
Room Level: Main

Room 10 Information
Room Type: Office
Room Level: Main

Room 11 Information
Room Type: Bedroom 2
Room Level: Main

Room 12 Information
Room Type: Bedroom 3
Room Level: Main

Laundry Room Information
Laundry Features: Laundry Closet, Main Level

Basement Information
Has Basement
Basement Features: Egress Window(s), Partially Finished, Single Tenant Access, Stone/Rock, Sump Pump, Walkout

Dining Room Information
Dining Room Features: Separate/Formal Dining Room

Other Rooms Information
3 BR on One Level,All Living Facilities on One Level,Main Floor Bedroom,Main Floor Laundry

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Fireplace Features: Living Room, Wood Burning

Heating & Cooling
Heating Information: Baseboard, Boiler, Fireplace(s)
Cooling Information: Window Unit(s)

Interior Features
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Wall Oven, Washer

Exterior

Building Information
Foundation Area: 1,224
Roof: Asphalt

Exterior Features
Patio Porch Type: Covered,Rear Porch,Screened,Side Porch

Property Information
Above Ground Total Sq. Ft.: 1,944
Below Ground Total Sq. Ft.: 1,224
FractionalOwnershipYN: No
Property Type: Residential
Other Structures: Chicken Coop/Barn, Storage Shed
Accessibility Features: No Stairs External
Above Grade Finished Area: 1,944
Below Grade Finished Area: 720
Amenities: Kitchen Center Island,Kitchen Window,Main Floor Primary Bedroom,Natural Woodwork,Paneled Doors,Porch

Lot Information
Lot Features: Tree Coverage - Heavy
Lot Size Area: 2.18
Lot Size Units: Acres
Lot Size Dimensions: 497x187x470x245

Financial

Assessment Information
Other Annual Assessment Amount: $28

Tax Information
Tax Annual Amount: $2,686
Tax Year: 2024
Tax With Assessments: $2,714

Utilities

Utility Information
Water Source: City Water/Connected
Sewer: City Sewer/Connected
Fuel: Electric

Location

School Information
High School District: Winona Area Public Schools
School District Number: 861
School District Phone: 5074940861

Location Information
Directions: Hwy 43 to Sugar Loaf Rd or Hwy 43 to East Lake Blvd to Sugar Loaf Rd.
Map Coordinate: 999-A1

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 2,664
Stories: 1.0
Lot Size: 2.18 acres
Style: Single Family Residential
Year Built: 1886
Year Renovated: 1990
County: Winona County
APN: 323207370

Home facts updated by county records on Aug 27, 2026

Other

Home Information
Living Area: 2664
Living Area Units: Square Feet
Main Level Finished Area: 1944
Building Area Total: 3168
Foundation Details: Stone
Levels: One

Around this home

Schools

Winona Middle School

Public 5-8 • Assigned • 0.7mi

3/10

Winona Senior High School

Public 9-12 • Assigned • 2.3mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 100° expected this year, 14 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Winona, MN • 55987

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.8 hours in June and 3.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.8 hrs

3.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$327,000 – $395,000

Sell confidently with a local market expert in Winona. 3 minutes to get started.

Nearby similar homes

$309,900

1 bed1 bath850 sq ft

37000 Krage Dr, Winona, MN 55987

$439,000

4 beds3 baths2,549 sq ft

65 E Broadway St, Winona, MN 55987

$125,000

1 bed1 bath1,188 sq ft

556 W 5th St, Winona, MN 55987

$570,000

4 beds3 baths2,450 sq ft

720 Main St, Winona, MN 55987

3D WALKTHROUGH

$150,000

3 beds1 bath980 sq ft

577 W Sanborn St, Winona, MN 55987

$215,000

3 beds1 bath1,100 sq ft

574 Wilson St, Winona, MN 55987

New listings for sale in 55987

COMING SOON

$220,000

5 beds2 baths1,400 sq ft

423 W Mark St, Winona, MN 55987

NEW 33 HRS AGO

$295,000

3 beds3 baths2,120 sq ft

1175 10th St, Winona, MN 55987

$220,000

3 beds2 baths2,148 sq ft

4618 W 5th St, Winona, MN 55987

OPEN SUN, 10AM TO 11:30AM

$319,900

3 beds2 baths1,584 sq ft

106 Glendale Rd, Winona, MN 55987

3D WALKTHROUGH

$150,000

3 beds1 bath980 sq ft

577 W Sanborn St, Winona, MN 55987

OPEN SUN, 10AM TO 11AM

$264,999

2 beds2 baths2,102 sq ft

496 E Sarnia St, Winona, MN 55987

$204,900

2 beds1 bath1,008 sq ft

317 E Howard St, Winona, MN 55987

$550,000

3 beds3 baths2,916 sq ft

68 Whispering Ave, Winona, MN 55987

OPEN SEP 14, 5PM TO 6:30PM

$329,900

3 beds3 baths2,114 sq ft

1026 Glen Echo Rd, Winona, MN 55987

Home values near 1111 Sugar Loaf Rd

Data from public records.

Address	Redfin Estimate
1221 Sugar Loaf Road, Winona, MN 3 Beds \| 2 Baths \| 1697 Sq. Ft.	$291,537
1070 Sugar Loaf Road, Winona, MN 2 Beds \| 1 Baths \| 1376 Sq. Ft.	$209,894

Address	Redfin Estimate
1061 Sugar Loaf Road, Winona, MN 4 Beds \| 2 Baths \| - Sq. Ft.	$318,445
1154 Sugar Loaf Road, Winona, MN 3 Beds \| 1 Baths \| - Sq. Ft.	$198,015

Address	Redfin Estimate
1127 Sugar Loaf Road, Winona, MN 3 Beds \| 1 Baths \| - Sq. Ft.	$231,269
1100 Sugar Loaf Road, Winona, MN 7 Beds \| 3 Baths \| - Sq. Ft.	$467,445

Property information provided by NORTHSTARMLS as Distributed by MLS Grid when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 55987, MN

Sale history for 1111 Sugar Loaf Rd

Tax history for 1111 Sugar Loaf Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 55987

Home values near 1111 Sugar Loaf Rd

More real estate resources