Winchester Homes with 2 Story Style

Winchester Homes with 2 Story Style

Welcome to Winchester, Oregon – a hidden gem nestled in the heart of Douglas County. This charming city is known for its picturesque landscapes, friendly community, and a tranquil lifestyle that attracts both families and retirees alike. Surrounded by lush forests and the stunning Umpqua River, Winchester offers residents a unique blend of natural beauty and small-town charm.

One of the standout features of Winchester is its inviting residential neighborhoods, particularly those boasting beautiful two-story homes. These architectural gems provide ample space for families to grow and thrive. With an array of floor plans and styles, two-story homes in Winchester often feature spacious living areas, modern kitchens, and serene bedrooms, making them ideal for both entertaining and everyday living. The additional level allows for a separation of space, perfect for creating a home office, playroom, or guest suite.

Living in Winchester means embracing a lifestyle rich in outdoor activities. Residents enjoy hiking, fishing, and exploring the nearby Umpqua National Forest, which offers breathtaking views and a variety of recreational opportunities. The community is also conveniently located near local shops, restaurants, and schools, ensuring that everything you need is just a short drive away.

Whether you’re looking for your first home, a place to retire, or a family haven, Winchester’s two-story homes provide the perfect backdrop for creating lasting memories. Discover the warmth and charm of Winchester, where your dream home awaits amidst the beauty of Oregon’s stunning landscape. Come experience the unique allure of this delightful city!

Newest Winchester Homes with 2 Story Style

$599,900
4 Beds 2 Baths 277360378 MLS
This beautiful custom home is located in one of Douglas County's premier neighborhoods and there is no HOA! The all level lot is nearly 1/2 acre in size and boasts an amazing amount of parking. Bring your automobiles, RVs, boats, golf carts, trailers, or whatever you have, as there is room for all! The home's interior features a spacious kitchen with built in-oven and microwave, a downdraft gas range/oven, island, eating bar, dining nook, refrigerator with water and ice, disposal and tile flooring. The comfortable living room is centered around a classy gas fireplace and has a cathedral ceiling. The primary bedroom is good sized and has direct access to the back patio, (which would be a great place to install a hot tub), along with a bathroom with a walk-in shower, garden tub, double sink vanity and a walk-in closet. The den/office has 2 doors, with one being a french door. The family room makes a great spot to enjoy your favorite indoor activities. There is a formal dining room directly off the kitchen. The upper level is very unique and has two bedrooms. Enjoy the wonderful summer weather in the fully fenced expansive back and side yards, and on the covered patio on the rear of the home, which is accessible directly from the kitchen, making for great outdoor entertaining and living. In addition to all the parking in, and adjacent to the driveway, there is a lot of parking behind the gated fence on the right side of the home. Detached carport structure and storage shed are included. All this and low county taxes! If this sounds like a place you would enjoy calling yours, don't delay, call for a viewing appointment today!

251 MARTHA DR, Winchester

$490,000
4 Beds 2 Baths 152479269 MLS
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!

556 NORTH VIEW DR, Winchester

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