Winchester OR Real Estate & Homes for Sale

11 Properties Found

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Open House:

Sunday, 7/5 1:00-3:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,816
Status:
NEW LISTING
MLS#:
233746697
Type:
Single Family
Lot size:
0.21 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Better Homes and Gardens Real Estate Equinox 541-683-2200
View additional info

ADDITIONAL INFORMATION

Prepare to be captivated by this pristine, meticulously maintained gem that truly redefines "move-in ready." Built 10 years ago and cared for with absolute pride, this remarkable home shines almost like new without the wait or the stress of construction. From the moment you arrive, the superb curb appeal sets the stage with its blend of horizontal lap siding, charming accent shakes, elegant cultured stone detail, and a pristine stamped concrete driveway leading to the spacious 2-car garage. Step inside to a wide-open floor plan defined by voluminous vaulted ceilings, excellent natural light, and striking wood laminate flooring. The luminous great room centers on a majestic floor-to-ceiling stone fireplace, perfect for cozy evenings. Entertaining is a breeze in the gourmet kitchen, featuring elegant granite countertops, classic white shaker cabinetry with soft under-cabinet lighting, high-quality stainless steel appliances, and a fantastic walk-in pantry with a distinct etched glass door. The thoughtful split-bedroom design ensures maximum privacy for the spacious primary suite. This luxurious retreat boasts a sophisticated ceiling fan and a spa-like ensuite bathroom complete with an expansive double-vanity topped with granite, stylish framed mirrors, and warm lighting. The additional bedrooms offer plush carpeting and ample closet space, while the guest bathroom provides consistent high-end granite finishes and modern oil-rubbed bronze fixtures.?The excellence continues out back, where a covered patio invites you to enjoy peaceful morning coffees or weekend BBQs under the comfort of a ceiling fan. The meticulously manicured backyard is a true oasis, featuring a lush green lawn, mature fruit trees, and private raised garden beds. Complete with whole-home comfort, including central air conditioning, this home offers the ultimate blend of style, comfort, and modern convenience. Don't miss your chance, call now.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,581
Status:
Active
MLS#:
152479269
Type:
Single Family
Lot size:
0.16 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Umpqua Legacy Realty 541-760-9800
View additional info

ADDITIONAL INFORMATION

Priced to sell and offering exceptional value in Winchester's sought-after Oak Valley Loop neighborhood! This beautifully maintained 4-bedroom, 2.5-bath home offers 2,581 square feet of thoughtfully designed living space, combining timeless finishes, everyday comfort, and room to grow.Step inside to soaring vaulted ceilings, rich bamboo flooring, and a warm natural gas fireplace that creates an inviting focal point in the main living area. The spacious main-level primary suite provides a private retreat, featuring a luxurious ensuite bath with a tiled walk-in shower, double vanity, relaxing jetted tub, and generous walk-in closet.Designed with both entertaining and daily living in mind, the kitchen showcases granite countertops, stainless steel appliances, under-cabinet lighting, a walk-in pantry, and an eating bar that seamlessly connects to the formal dining area. Step outside to the deck and enjoy effortless indoor-outdoor living, perfect for summer barbecues, morning coffee, or evening gatherings.Upstairs, a versatile bonus loft offers additional living space, while three generously sized bedrooms—each with its own walk-in closet—provide comfort and flexibility for family, guests, hobbies, or a home office.An extra-deep two-car garage, abundant storage throughout, fresh interior and exterior paint, and mature landscaping add to the home's appeal. The fully fenced backyard creates a private outdoor oasis, offering plenty of space to relax, garden, or play.With a Real Market Value of $593,570, this home presents an incredible opportunity to own in one of Winchester's most desirable neighborhoods. Conveniently located near schools, shopping, and recreation, 556 N View Drive delivers the perfect blend of space, quality, and value. Schedule your private tour today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,954
Status:
Active
MLS#:
414398974
Type:
Single Family
Lot size:
0.29 Acres
Year built:
2010
A broker reciprocity listing Courtesy: Different Better Real Estate 541-236-2662
View additional info

ADDITIONAL INFORMATION

Located in the highly desirable Winchester Creek community, this well-maintained 4-bedroom, 3-bath home offers approximately 2,954 sq. ft. of living space, an oversized 2-car garage, and rare neighborhood privacy. Bordered by protected open space on three sides, it enjoys a sense of separation with the sounds of Winchester Creek nearby. The exterior features stone masonry accents, mature Japanese maples, a picket-fenced lawn, and low-maintenance landscaping. Inside, the main level offers an open-concept great room with formal dining, granite countertops, hardwood and tile flooring, recessed lighting, a dedicated office, full guest bath, and a secondary bedroom for guests, nursery, or workspace. The primary suite includes a soaking tub, walk-in tile shower, and walk-in closet. Sliding doors off the kitchen open to an elevated deck overlooking greenery, extending the living area outdoors. The daylight lower level functions as a second living suite with a large family room, abundant natural light, and access to a second deck. Established honeysuckle adds seasonal color and fragrance. This level includes two bedrooms, a full bath, dedicated laundry room, and flexible space for gym, media room, hobby area, guest quarters, or additional bedroom use. With its own exterior entrance, it offers strong multigenerational living or income potential. Additional features include laundry hookups on both levels, waterproof vinyl flooring in key lower areas, a pet door, Tesla Level 2 charger on a dedicated 240V circuit, and included Samsung washer/dryer plus large-screen TV. Outdoor living includes a raised brick planter, secluded patio retreat, fenced backyard, Rain Bird drip irrigation system, and landscaped pathways. Conveniently located near the North Umpqua River, I-5, Costco, and medical facilities, this home offers space, flexibility, privacy, and low-maintenance living in one of North Roseburg’s most sought-after neighborhoods.

Open House:

Friday, 7/10 2:30-5:30PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,820
Status:
Active
MLS#:
190207928
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1998
A broker reciprocity listing Courtesy: RE/MAX Integrity 541-673-3272
View additional info

ADDITIONAL INFORMATION

Nestled in the heart of Winchester, this quality-crafted home offers comfort, space, and exceptional curb appeal on a large corner lot. Featuring 3 bedrooms and 2 bathrooms, the thoughtfully designed floor plan combines functionality with timeless style.Inside, you’ll find soaring high ceilings that create an airy, inviting atmosphere, along with a dedicated office behind elegant French doors — perfect for working from home or a quiet retreat. The spacious kitchen offers abundant cabinetry, a convenient eating bar, and flows seamlessly into both the formal dining room and a cozy breakfast nook for everyday living.The private primary ensuite is designed for relaxation with granite countertops, double sinks, and a generous walk-in closet.Outside, the beautifully landscaped yard is filled with mature plantings and trees, creating a peaceful setting to enjoy from the covered rear patio. A circular driveway provides easy access and impressive curb appeal, while the private RV parking tucked behind the home offers added convenience and flexibility. A storage shed adds extra room for tools, hobbies, or seasonal storage.This well-appointed property combines comfort, privacy, and charm in one of Winchester’s desirable locations.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,716
Status:
Active
MLS#:
668222765
Type:
Single Family
Lot size:
0.38 Acres
Year built:
1945
A broker reciprocity listing Courtesy: eXp Realty, LLC 888-814-9613
View additional info

ADDITIONAL INFORMATION

Beautifully updated Winchester home with approximately $80K in recent upgrades, offering flexible living options and move-in ready comfort. This charming single-level home sits on a spacious level,lot features a fully remodeled kitchen, new fixtures throughout,new flooring throuout including hickory engineered harwood, remolded master suite, new laundry room, new ductless heating/cooling,new tankless H2o tank, and a cozy gas fireplace insert. Two bonus rooms connected by a breezeway provides an ideal office, hobby room, or flex space, or added storage room adds even more utility. The property includes a carport, ample driveway parking, and a separate garage with its own laundry. Above the garage is a fully furnished 1BD/1BA guest studio—perfect for extended family, guests, or potential rental income. The expansive fully fenced backyard offers room for gardening, play, or projects, complete with a workshop and greenhouse for year-round gardening. Additional improvements include a new roof installed in 2023 and fresh interior and exterior paint. This super-cute property offers privacy, versatility, and excellent multi-use living options in a peaceful Winchester setting. Truly move-in ready and charming.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,147
Status:
Active
MLS#:
346865344
Type:
Single Family
Lot size:
0.37 Acres
Year built:
2018
A broker reciprocity listing Courtesy: All-Pro Realty Advisors, LLC 541-696-1600
View additional info

ADDITIONAL INFORMATION

Welcome to this exceptional residence where timeless luxury meets modern refinement. Built in 2018 and fully remodeled, this stunning 4-bedroom, 3 bath home features designer finishes and impeccable craftsmanship throughout. Every detail has been thoughtfully curated to deliver elegance, comfort, and sophistication. The light-flled interior showcases an open-concept layout with a gourmet kitchen and a dining room begging to entertain guests. The spacious primary suite provides a private retreat with a spa-inspired ensuite and refined details. Upstairs you'll find two bedrooms, a full bathroom, and a large flex space that would make a great playroom, office, den or 4th bedroom if needed.Outside, beautifully maintained grounds compliment a versatile 20x48 shop suited for hobbies, storage, business use, or recreational vehicles. The shop also has a loft- and is already pre-plumbed for a full bathroom. Whether hosting guests or enjoying a quiet evening in the hot tub, this property seamlessly blends luxury and practicality.Homes of this caliber are rarely available. If you value exceptional quality and dream of living in a magazine, this turnkey house just might be the one for you!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,427
Status:
Active
MLS#:
317509469
Type:
Single Family
Lot size:
0.17 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Currieco Real Estate 541-784-2284
View additional info

ADDITIONAL INFORMATION

Top location in subdivision for view of the pond and greenbelt. Fenced with back deck. Common area tennis court, playground and walking trail. This lovely 2001 built home has vaulted ceilings, 3 bedrooms, 2 baths 1427 sq ft. Recently upgraded remodeled kitchen with breakfast nook, both baths totally remodeled, and flooring upgraded. Quartz countertops, new sink, newly painted interior. Great floor plan with spacious double garage. Sprinkler system. Covered porch in back yard overlooking pond. Great outdoor space. Move in ready!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,361
Status:
Active
MLS#:
739910850
Type:
Single Family
Lot size:
0.24 Acres
Year built:
2012
A broker reciprocity listing Courtesy: RE/MAX Integrity 541-673-3272
View additional info

ADDITIONAL INFORMATION

Welcome to 411 Oak Valley Loop, a meticulously maintained custom home offering single-level living, quality craftsmanship, and exceptional comfort in one of Winchester’s desirable neighborhoods. This beautiful 3-bedroom, 2.5-bath residence offers 2,361 square feet of thoughtfully designed living space with minimal steps, making everyday living both convenient and accessible. Rich bamboo flooring, tile accents, and abundant natural light create a warm and inviting atmosphere throughout.At the heart of the home, the spacious kitchen is designed for gathering and entertaining, featuring granite countertops, a 5-burner gas range, stainless steel appliances, pantry storage, and ample workspace. The adjoining great room offers a cozy gas fireplace and sliding glass door that opens to the covered patio, creating a seamless indoor-outdoor living experience.The spacious primary suite provides a private retreat with dual closets, including a walk-in closet, double-sink vanity, and direct access to the back yard through a sliding glass door. Two additional bedrooms are connected by a convenient shared bath, while a charming bay window in one adds character and natural light to the home.Outside, you’ll find a beautifully landscaped and fully fenced backyard designed for privacy and relaxation. Whether enjoying your morning coffee on the covered patio or entertaining guests, this outdoor space is sure to impress.Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 3-car garage with pull-through access to the backyard, along with abundant additional parking.Combining timeless style, pride of ownership, and functional living spaces, this move-in-ready custom home is a rare opportunity to enjoy the very best of Douglas County living. Call for your private tour today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,462
Status:
Active
MLS#:
371597978
Type:
Single Family
Lot size:
0.16 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Keller Williams Southern Oregon-Umpqua Valley 541-529-2320
View additional info

ADDITIONAL INFORMATION

**For Sale: Charming 3 Bedroom, 2 Bath Home in Winchester, Oregon**Welcome home to this inviting 3-bedroom, 2-bath residence located in the peaceful community of Winchester, Oregon. Perfectly blending comfort and functionality, this home offers everything you need for relaxed Northwest living.Step inside to a warm and welcoming layout featuring a **cozy gas fireplace** in the living room — ideal for chilly Oregon evenings. The spacious kitchen flows beautifully into a sunny **breakfast nook** and a formal **dining area**, making it a joy for both casual family meals and entertaining guests.The home boasts three generously sized bedrooms and two full bathrooms, providing plenty of space for family or guests. Large windows throughout fill the home with natural light and pleasant views of the surrounding greenery.Outside, you’ll love the private **fenced backyard** — perfect for pets, play, or gardening. Enjoy your morning coffee or evening barbecues on the **spacious deck** overlooking the yard. Additional convenience comes with the **attached 2-car garage**, offering ample storage and parking.Located in desirable Winchester, you’re just minutes from Roseburg, the Umpqua River, award-winning wineries, and excellent outdoor recreation. This home combines comfort, practicality, and location in one beautiful package.Ready for you to make it your own!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,774
Status:
Active
MLS#:
786977472
Type:
Single Family
Lot size:
0.63 Acres
Year built:
1990
A broker reciprocity listing Courtesy: RE/MAX Integrity 541-673-3272
View additional info

ADDITIONAL INFORMATION

Tucked away in one of Douglas County's most desirable neighborhoods, this stunning 19th century inspired custom Haynes-built home is a true showstopper. This 3,774 sq ft residence offers 4 bedrooms, 2.5 baths on a private, beautifully landscaped .63-acre lot.Step into a grand entry with soaring ceilings extending into the living and dining rooms, highlighted by 10-inch crown molding and hardwood floors with elegant mahogany inlay. The living room features a gas fireplace, while the family room offers a cozy wood stove. Decorative ornamental plaster adds timeless character to the living room and primary suite.The chef’s kitchen is designed for both function and style, featuring granite countertops, a large butcher block island with eating bar, gas cooktop, double ovens, custom built-in refrigerator, garden window, butler’s pantry, and additional pantry. Custom cabinetry throughout is inspired by Smallbone English design. The primary suite is a private retreat with French doors to its own deck, and a luxurious bath with Italian marble, jetted tub, and walk-in shower. A dedicated office showcases beautiful woodwork, hardwood floors, and built-ins.Outside, enjoy a large entertaining deck, gazebo, potting shed, and a peaceful seasonal creek. The exterior features reclaimed brick from the historic Umpqua Hotel, adding unique character.The impressive shop includes a 5-foot pit, loft “man cave,” and half bath—perfect for hobbies or storage. Community amenities include a swimming pool and tennis court.A rare blend of craftsmanship, history, and luxury—schedule your private tour today.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,120
Status:
Active
MLS#:
396189848
Type:
Single Family
Lot size:
0.21 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Umpqua Legacy Realty 541-760-9800
View additional info

ADDITIONAL INFORMATION

Perfect for multi-generational living, this 3,120 sq ft Winchester home features two primary suites—one on the main level and another upstairs. With 4 bedrooms, 3.5 bathrooms, two spacious living areas, and an upstairs flex space ideal for a home office, this home provides flexibility, comfort, and room to grow. Recent updates include updated flooring, fresh interior paint, new accent lighting, and a modern kitchen backsplash. The main level has minimal entry steps and features a main-floor washer and dryer, supporting ease and convenience in daily living. Plenty of storage throughout the home adds to its practical appeal.Step outside to enjoy sunset views from the deck and multiple patios, along with a fenced backyard garden, perfect for outdoor living and entertaining. A deep driveway ensures generous parking and convenient access, paired with a garage featuring an EV charging station.Located in a quiet neighborhood, this home is just minutes from North Umpqua River access, Costco, Umpqua Community College (UCC), Mercy Hospital and town amenities, blending peaceful living with everyday convenience. Designed for comfort, accessibility, and versatility, this property is a rare find in Winchester.

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1–11 of 11 properties displayed
Andrea D. Conner, License 201225347, Xome Inc., License 201213296, [email protected], 844-400-XOME (9663), 725 S. Main Street, Milton-Freewater, OR 97862


The content relating to real estate for sale on this web site comes in part from the IDX program of the RMLS™ of Portland, Oregon. Real estate listings sourced from RMLS™ of Portland Oregon are marked with the RMLS™ logo, and detailed information about these properties includes the names of the listing brokers. Listing content is Copyright 2026, RMLS of Portland, Oregon. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.



Winchester 97495 Real Estate

Winchester is located in Oregon. Winchester 97495 is more family-centric than the surrounding county with 28.71% of the households containing married families with children. The county average for households married with children is 22.52%.

Winchester Weather

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $555,625
    13.1%
    change since last quarter
  • # Active listings

    20
    30-day change

Winchester Schools and Demographics

Education near Winchester, OR

City County
High School Graduates N/A N/A
College Degree - 2 year N/A N/A
College Degree - 4 year N/A N/A
Graduate Degree N/A N/A
Expenditures per Student N/A N/A
Students per Teacher N/A N/A

Elementary Schools near Winchester, OR

Grades Students P/T Ratio ZIP
East Sutherlin Primary School KG - 03 429 19.3 97479
Eastwood Elementary School KG - 05 439 23.7 97470
Fir Grove Elementary School KG - 05 315 21.7 97470
Fullerton IV Elementary School KG - 05 345 18.2 97470
Green Elementary School KG - 05 312 20.1 97470
Hucrest Elementary School KG - 05 433 25.3 97470
Winchester Elementary School KG - 05 327 20.8 97495

Middle Schools near Winchester, OR

Grades Students P/T Ratio ZIP
John C Fremont Middle School 06 - 08 687 18.9 97470
Joseph Lane Middle School 06 - 08 655 18.8 97470
Sutherlin Middle School 07 - 08 191 15.9 97479
West Sutherlin Intermediate School 04 - 06 282 19.3 97479

High Schools near Winchester, OR

Grades Students P/T Ratio ZIP
Phoenix School 08 - 12 166 8.9 97470
Roseburg High School 09 - 12 1,692 22.2 97470
Sutherlin High School 09 - 12 412 17.8 97479

Demographics near Winchester, OR 97495

Zip Code City
Neighborhood Type
Population N/A N/A
Population Density N/A N/A
Median Age N/A N/A
People per Household N/A N/A
Median Household Income N/A N/A
Average Income per Capita N/A N/A

Real estate near Winchester