Winona, MN Homes

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  $587,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  169 Cobblestone Ln, Winona, MN 55987

  Looking for space, privacy, and a top-tier neighborhood? Act fast—this Cobblestone Creek home checks every box! Enjoy peaceful country living just minutes from Winona, with rolling hills, beautiful scenery, and a welcoming community. This 4-bed, 2.5-bath home features an open floor plan, solid-surface countertops, walk-in pantry, and main-floor laundry. A private primary suite offers a walk-in

  

  Gayle Dolle

  RE/MAX Results

  (507) 417-0888

  169 Cobblestone Ln, Winona, MN 55987
• Explore Winona

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  /35

  $1,015 - $1,092 per month plus fees

  Washington Crossing

  1 - 2 Beds

  166 W Broadway St, Winona, MN 55987

  Welcome to Washington Crossing Apartments, the epitome of comfortable and stylish living in the charming city of Winona, Minnesota. Our fabulous community offers a variety of well-appointed apartment homes designed to meet the needs of modern living with incredible historical touch.Nestled in a picturesque setting, Washington Crossing Apartments combines the tranquility of suburban living

  166 W Broadway St, Winona, MN 55987
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  $279,900 Sold May 28, 2025

  525 Laird St, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,552 Sq Ft
  • Built 1947

  Last Sold Summary

  • $180/SF
  • 16 Days On Market

  Current Estimated Value $272,736

  Last Listing Agent Jason Hubbard Real Broker, LLC.

  525 Laird St, Winona, MN 55987
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  /47

  Est $541,504 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,387 Sq Ft

  1393 Ridgewood Dr, Winona, MN 55987

  1393 Ridgewood Dr, Winona, MN 55987
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  /96

  $415,000 Pending

  • Land
  • 57 Acres
  • $7,281 per Acre

  TBD57 E Burns Valley Rd, Winona, MN 55987

  This property is tucked into the bluffs just 3.5 miles south of Winona in East Burns Valley. The timber is interconnected with thousands of acres of wooded ridges and valleys. There are a number of large acreage landowners nearby which minimizes local hunting pressure. A maintained trail system offers easy access to nearly all areas of the property with atv roads leading to the top of the ridge

  Chad Garteski Weiss Realty

  TBD57 E Burns Valley Rd, Winona, MN 55987
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  /5

  $1,100 - $1,600 total monthly price

  The Exchange

  Studio - 1 Bed

  51 E 4th St, Winona, MN 55987

  APARTMENTS & SHORT-TERM STAYS - Our recently renovated apartments are located in this charming and historic Winona building. The studio, one-bedroom, and two-bedroom units are equipped with modern amenities and boast high ceilings, large windows, and original maple flooring that add to their timeless appeal.As part of Winona's bustling downtown area, tenants can enjoy easy access to

  51 E 4th St, Winona, MN 55987
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  /35

  $365,000 Sold Apr 21, 2025

  342 Pleasant Hill Dr, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 2,496 Sq Ft
  • Built 1978

  Last Sold Summary

  • $146/SF
  • 7 Days On Market

  Current Estimated Value $370,359

  Last Listing Agent Jonelle Moore Coldwell Banker River Valley, REALTORS

  342 Pleasant Hill Dr, Winona, MN 55987
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  /19

  Est $229,747 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,250 Sq Ft

  256 Huff St, Winona, MN 55987

  256 Huff St, Winona, MN 55987
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  /86

  $1,425,000

  • 3 Beds
  • 3.5 Baths
  • 6,433 Sq Ft

  26085 Frank Hill Rd, Winona, MN 55987

  Set on 96+/- acres in the Driftless Region of Winona County, this property is a rare find combining modern living with incredible outdoor recreation. Nearly all of the land is heavy timber with a complete trail network, secluded food plot, and a Redneck blind positioned in a valley on the north end. Bordering large agricultural fields to the east and west, the land hunts big and is well-known for

  Bob Stalberger Whitetail Properties Real Estate

  26085 Frank Hill Rd, Winona, MN 55987
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  /28

  $1,650 - $3,050 per month plus fees

  Flats at 44 North

  1 - 2 Beds

  60 Main St, Winona, MN 55987

  Flats at 44 North, located at 60 Main Street in Winona, is the city’s newest luxury apartment community designed for modern living. These high-end residences offer thoughtfully crafted layouts with open-concept designs, large windows, and private patios that showcase stunning river or city views. Each apartment comes equipped with in-unit laundry, premium finishes, and contemporary features that

  60 Main St, Winona, MN 55987
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  $790,000 Sold Aug 19, 2025

  540 Prairie Island Rd N, Winona, MN 55987

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  Last Sold Summary

  • 17% Below List Price
  • $627/SF
  • 18 Days On Market

  Current Estimated Value $591,707

  Last Listing Agent Jenny Cisewski Edina Realty, Inc

  540 Prairie Island Rd N, Winona, MN 55987
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  /33

  Est $440,871 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,893 Sq Ft

  1342 Highland Dr, Winona, MN 55987

  1342 Highland Dr, Winona, MN 55987
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  /30

  $319,900 Pending

  • 4 Beds
  • 1 Bath
  • 1,432 Sq Ft

  253 W Mill St, Winona, MN 55987

  Charming Folk Victorian home full of character and everyday functionality, ideally located close to the lake and within walking distance to Winona State University. This four-bedroom, one-bath home offers timeless curb appeal with inviting front and side porchesperfect for morning coffee, evening relaxation, and everyday convenience. The enclosed side porch provides an ideal drop zone for shoes,

  Angela Thompson Coldwell Banker River Valley, REALTORS

  253 W Mill St, Winona, MN 55987
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  /35

  $799 - $1,230 per month plus fees

  Fairway Woods Apartments

  Studio - 3 Beds

  1555 Homer Rd, Winona, MN 55987

  Availability coming mid-June! First come, first serve, call us now!Fairway Woods is conveniently located approximately 1 mile from Hwy 14-61 with easy access to I-90. An easy commute to both Rochester and La Crosse, WI. Within walking distance from Winona Middle School, Minnesota South Eastern Technical College, a beautiful golf course and shopping. Fairway Woods offers residents

  1555 Homer Rd, Winona, MN 55987
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  /63

  $650,000 Sold Oct 15, 2025

  265 W Broadway St, Winona, MN 55987

  • 10 Beds
  • 4.5 Baths
  • 5,782 Sq Ft
  • Built 1907

  Last Sold Summary

  • $112/SF
  • 119 Days On Market

  Last Listing Agent Jenny Cisewski Edina Realty, Inc.

  265 W Broadway St, Winona, MN 55987
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  /48

  Est $505,140 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,774 Sq Ft

  1334 Highland Dr, Winona, MN 55987

  1334 Highland Dr, Winona, MN 55987
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  /34

  $399,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  368 Dresser Dr, Winona, MN 55987

  Welcome to Knopp Valley! This immaculately cared for home is move-in ready and waiting for its next owner. Offering 3 bedrooms and 2 bathrooms, this property features a warm and inviting gas fireplace, a vaulted ceiling with loft space perfect for a game room, office, or cozy reading nook. The main floor bedroom is currently used as a den and includes a sliding door leading to the back deck,

  Angela Thompson Coldwell Banker River Valley, REALTORS

  368 Dresser Dr, Winona, MN 55987
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  /12

  $700 - $1,000 per month plus fees

  Lakeview Manor Apartments

  Studio - 2 Beds

  456 E Sarnia St, Winona, MN 55987

  Located across from Lake Winona. Heat, water, trash removal, plus internet and cable package included with rent. Amenities: A/C, off-street parking, and laundry facilities onsite. No pets and no smoking property.

  456 E Sarnia St, Winona, MN 55987
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  $23,000 Sold Oct 01, 2025

  77 College Rd, Winona, MN 55987

  • Land
  • 0.12 Acre
  • $191,667 per Acre

  Last Sold Summary

  • 147 Days On Market

  Current Estimated Value $38,000

  Last Listing Agent Thomas Maroushek Real Broker, LLC.

  77 College Rd, Winona, MN 55987
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  /36

  Est $455,591 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,714 Sq Ft

  1328 Ridgewood Dr, Winona, MN 55987

  1328 Ridgewood Dr, Winona, MN 55987
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  /36

  $423,900

  • 3 Beds
  • 4 Baths
  • 3,792 Sq Ft

  386 Pleasant Hill Dr, Winona, MN 55987

  Tucked into a quiet, country-feel neighborhood just minutes from town amenities, this one-of-a-kind home offers the perfect blend of comfort, space, and serenity. With 3 main-floor bedrooms—including a spacious primary suite—plus a dedicated office and convenient main-floor laundry, this home is as functional as it is inviting. Rich hardwood floors flow throughout, leading you into a warm and

  Kelly Meyer Keller Williams Premier Realty

  386 Pleasant Hill Dr, Winona, MN 55987
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  /18

  $2,700 per month plus fees

  Main Square

  2 Beds

  225 Main St, Winona, MN 55987

  The Pinnacle Luxury Suites at Main Square - The Pinnacle at Main Square, located on the corner of Johnson and 5th in Downtown Winona, Minnesota, features 23 luxury apartments located along Johnson Street. These one-, two-, and three-bedroom luxury apartments feature high-end finishes, marble countertops, a kitchen island, high-end stainless steel appliances, floor to ceiling windows, 10 to 12

  225 Main St, Winona, MN 55987
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  $260,000 Sold Nov 26, 2025

  851 6th St W, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 1,640 Sq Ft

  Last Sold Summary

  • 4% Above List Price
  • $159/SF
  • 5 Days On Market

  Last Listing Agent Jon Wilson Gerrard-Hoeschler, REALTORS

  851 6th St W, Winona, MN 55987
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  /36

  Est $368,654 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  1326 Woodpark Rd, Winona, MN 55987

  1326 Woodpark Rd, Winona, MN 55987
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  /48

  $539,000

  • 4 Beds
  • 2.5 Baths
  • 3,216 Sq Ft

  72 W Mill St, Winona, MN 55987

  Welcome to 72 Mill Street where historic charm meets modern living, nestled in the heart of Winona! This late-1800's charmer offers the perfect blend of timeless character, modern updates and an unbeatable location. Just steps from the park, lake and vibrant downtown, you'll love the convenience of having everything you need just steps from your door. Inside, this home has been updated from top

  Angela Thompson Coldwell Banker River Valley, REALTORS

  72 W Mill St, Winona, MN 55987
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  /10

  $525 - $575 total monthly price

  Key Randall Apartments

  Studio

  1258 Randall St, Winona, MN 55987

  Good Credit History Required.We rent nice studio apartments starting at $525.00 with all utilities (except phone/cable/internet) included in rent. Our apartments are approximately 320 sq. ft. with a nice wall closet as well as a small closet by the door. Bathroom has a shower, toilet, sink, mirror, and cabinet. The living room/bedroom is good sized. Our building has laundry facilities,

  1258 Randall St, Winona, MN 55987
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  $75,000 Sold Apr 22, 2025

  XXX Minnesota 43, Winona, MN 55987

  • Land
  • 5 Acres
  • $15,000 per Acre

  Last Sold Summary

  • 53 Days On Market

  Last Listing Agent Mitchell Walch Coffee House Real Estate LLC

  XXX Minnesota 43, Winona, MN 55987
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  /42

  Est $453,382 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  1339 Highland Dr, Winona, MN 55987

  1339 Highland Dr, Winona, MN 55987
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  /38

  $459,900 Pending

  • 5 Beds
  • 4 Baths
  • 3,039 Sq Ft

  1315 49th Ave, Winona, MN 55987

  This exceptional residence offers three levels of thoughtfully designed living space, totaling over 3,500 square feet, and blends comfort, craftsmanship, and scenic beauty. The home features five generously sized bedrooms and four well-appointed bathrooms, providing ample room for family and guests across multiple levels. The home offers a main floor living room and a lower level family/rec room

  Tina Scharmach Castle Realty, LLC

  1315 49th Ave, Winona, MN 55987
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  /6

  $1,800 per month plus fees

  Madison Place

  1 - 2 Beds

  515 W 7th St, Winona, MN 55987

  No pets!!Winona’s finest vintage apartments.Thoughtfully designed residences inside a landmark building. Experience the best of Winona in a safe and convenient location that is both luxurious and peaceful. In unit laundry. No pets. No smoking.

  515 W 7th St, Winona, MN 55987
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  $255,000 Sold Oct 27, 2025

  1702 Edgewood Rd, Winona, MN 55987

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • Built 1965

  Last Sold Summary

  • $124/SF
  • 27 Days On Market

  Current Estimated Value $271,814

  Last Listing Agent Amy Cornelius Keller Williams Premier Realty

  1702 Edgewood Rd, Winona, MN 55987
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  /35

  Est $449,797 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,160 Sq Ft

  1321 Ridgewood Dr, Winona, MN 55987

  1321 Ridgewood Dr, Winona, MN 55987
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  /26

  $299,900 Pending

  • 2 Beds
  • 1.5 Baths

  355 Laird St, Winona, MN 55987

  Rare opportunity in Winona! Enjoy brand-new construction just steps from Bloedow's Bakery. This beautifully designed 2 bed, 1.5 bath home offers one-level living with modern finishes throughout. The spacious living room features a vaulted ceiling, creating an open and airy feel you'll love. The kitchen is outfitted with sleek quartz countertops, while the primary bath includes a stunning tiled

  Taylor Wardwell Coldwell Banker River Valley, REALTORS

  355 Laird St, Winona, MN 55987
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  /25

  $640 - $650 total monthly price

  Key Broadway Apartments

  1 Bed

  1752 W Broadway St, Winona, MN 55987

  Good credit history is required for our 1-bedroom apartment rentals, which range from $635.00 to $695.00 per month, plus electricity. The provided pictures give a general representation of our $670+ apartments. The living room is nice sized and includes a connected space for a dining area. The kitchen has a walk-through design with ample cabinet space and a closet near the front door. The bedroom

  1752 W Broadway St, Winona, MN 55987
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  /23

  $201,000 Sold Jul 11, 2025

  678 W 4th St, Winona, MN 55987

  • 2 Beds
  • 1 Bath
  • 1,746 Sq Ft
  • Built 1900

  Last Sold Summary

  • $115/SF
  • 19 Days On Market

  Current Estimated Value $201,285

  Last Listing Agent Amy Cornelius Keller Williams Premier Realty

  678 W 4th St, Winona, MN 55987
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  /45

  Est $335,669 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  1330 Wincrest Dr, Winona, MN 55987

  1330 Wincrest Dr, Winona, MN 55987
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  /38

  $549,900

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  25578 Pelican Ln, Winona, MN 55987

  Experience the best of riverfront living with this beautifully renovated 4-bedroom, 3-bath home offering panoramic views of the Mississippi River. Nestled on a waterfront lot with its own private dock and covered boat parking, this fully furnished home is move-in ready and packed with upgrades.Inside, you'll find all-new flooring upstairs and down, brand-new interior and exterior doors, and

  Hannah Schmidt eXp Realty

  25578 Pelican Ln, Winona, MN 55987
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  /11

  $450 - $650 per month plus fees

  Studios on Huff

  1 Bed

  307 W Howard St, Winona, MN 55987

  Studios on Huff Apartments offers a newly renovated living experience in a prime Winona location, situated directly across the street from Winona State University. Designed for both students and professionals, our private studio-style apartments combine comfort, security, and convenience.Residents can choose from single (144 sq ft) or double (300 sq ft) sleeping apartments. Each apartment

  307 W Howard St, Winona, MN 55987
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  /13

  $245,000 Sold Aug 08, 2025

  4155 W 7th St, Winona, MN 55987

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft
  • Built 1965

  Last Sold Summary

  • $237/SF
  • 55 Days On Market

  Current Estimated Value $248,460

  Last Listing Agent Patrick Peterson Edina Realty, Inc.

  4155 W 7th St, Winona, MN 55987
• 

  

  /23

  Est $193,352 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 814 Sq Ft

  1856 W 5th St, Winona, MN 55987

  1856 W 5th St, Winona, MN 55987

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