Winslow, ME Homes for Sale under $500,000

Prime development opportunity! This cleared parcel is ready for your vision and offers outstanding visibility with high daily traffic counts, making it an ideal location for a variety of uses. Conveniently located with excellent road frontage and easy access, this property provides the exposure and accessibility businesses need to thrive.

Donald Plourde Coldwell Banker Plourde Real Estate

Beautifully landscaped private lot with large pond and expansive fenced-in back yard. Recently renovated basement adds two bedrooms with option to complete basement kitchenette and bath. New wood stove and chimney liner installed in basement in 2025 for heat supplement/backup source. Some cosmetic work needs to be done but seller is open to reasonable offers. Broker-owned.

Rachel Merrill Century 21 Nason Realty

Great home for the first time home buyer! Intown with nice backyard and updated kitchen! Easy access and a great place to start your real estate investing!

Donald Plourde Coldwell Banker Plourde Real Estate

Well-maintained 4 bedroom, 1 bath ranch located in Winslow. Conveniently situated close to in-town amenities including grocery shopping, gas stations, convenience stores, restaurants, and just a short drive to Waterville. Recent updates in 2025 include fresh paint throughout the home. The property features a full unfinished basement offering additional storage or potential for future use, as well

Francois Rodrigue Keller Williams Realty

Tucked just steps from Pattee's Pond with beautiful water views, this truly unique property offers incredible flexibility, craftsmanship, and future potential. Currently configured as a spectacular heated retreat space with deeded water access, the structure features radiant floor heat, soaring wood interiors, a handcrafted sauna, and a dramatic upper-level loft complete with exercise area,

Nicholas Isgro Keller Williams Realty

Immaculate stand alone condo in a sought after neighborhood! This beautiful one owner home is in move-in shape! Features an open layout, attractive kitchen with all appliances and a large dining area open to the living room. Two nice sized bedrooms plus an attached garage, propane heat and even a heat pump! This condo allows pets too! There are two patios-one in front & one in back to enjoy your

Kim Moxcey Century 21 Nason Realty

Move-in ready 3-bedroom ranch with over 1,500+/- square feet of finished space and numerous updates in a convenient Winslow location. The kitchen opens to a sunny living room with wood floors, creating an inviting main living area. The partially finished lower level offers flexible bonus space ideal for a family room, home office, exercise area, hobby room, bar, or storage. Major updates include

Jonathan Farr Rizzo Mattson

This adorable and serene waterfront retreat on Pattee Pond is ready just in time for summer, offering the perfect blend of comfort, charm, and lakeside living. Built in 2012, the cottage features two bedrooms plus a large loft, a full bathroom with new toilet, and a generous kitchen featuring freshly painted cabinets, a new gas range and refrigerator that opens to inviting living and dining space

MAKAYLA ARMSTRONG Coldwell Banker Realty

Classic early 1800's farmhouse on 22 acres of fields and woods awaits your arrival. Interior in need of renovations, but many of the pricier items have already been addressed such as vinyl siding and replacement windows, metal roofs on house and barn, foundation repair, basement insulated and concrete floor installed. Outside, you'll find a huge post and beam barn ideal for storage, hobbies,

Judy Williams Coldwell Banker Plourde Real Estate

Charming 3-4 bedroom cape in a convenient neighborhood set on a pretty lot with a welcoming backyard & back deck to enjoy! Features a new boiler & oil tank in 2022 and 2 bedrooms on the main floor (one has the laundry hook-up and access to the back deck and would make a nice office!) On the second level you will find 2 nice bedrooms that share a closet at the top of the steps. All this plus an

Kim Moxcey Century 21 Nason Realty

Discover comfortable, low-maintenance living at 245 China Road in Winslow. This well-maintained 2006 home offers 2 bedrooms, 2 full bathrooms, and approximately 920 square feet of thoughtfully designed living space--ideal for first-time buyers, downsizers, or anyone seeking an affordable, move-in-ready home. Inside, you'll find a bright living area, a functional kitchen with ample cabinet space,

Ethan Jackson Drakes Real Estate LLC

This 3-bedroom, 2-bath bungalow is the perfect place to settle in and feel at home. Full of historic charm, the property features original hardwood floors, beautiful woodwork, and a thoughtful layout designed for everyday living. The first floor offers a convenient bedroom and full bathroom, along with a flexible den or office space. Step through the glass doors into a sun-filled room, the

Emily Caron Coldwell Banker Plourde Real Estate

Well-maintained 3 bedroom, 1.5 bath home located just outside of in-town Winslow, offering a convenient location with a short drive to Waterville and nearby local amenities. The home has seen several recent improvements, including fresh paint throughout in 2023. Exterior updates include the driveway being sealed in 2024, foundation freshly painted, and landscaping improvements with shrubs cleaned

Francois Rodrigue Keller Williams Realty

Welcome home to this 4-bedroom, 1.5-bath ranch-style property located on generous double lot, this home offers plenty of room both inside and out. Enjoy hardwood floors, a spacious layout perfect for entertaining family and friends, and a large backyard deck ideal for summer barbecues and outdoor gatherings. The full basement provides ample storage or potential for additional living space. With

Jessica Fike Brookewood Realty

Exceptional investment opportunity in Winslow! This well-maintained two-unit Colonial is move-in ready and currently vacant, allowing the next owner to establish their own rental rates, lease terms, and management approach from day one. Situated on a 0.24-acre lot with public water and sewer, the property offers a convenient location just minutes from the amenities, shopping, restaurants, and

Garrett Quinn Whittemore's Real Estate

Welcome to this well maintained home set on over 3 peaceful acres in Winslow. Enjoy the perfect balance of privacy and convenience with a rural setting just minutes from town, shopping and local amenities. Beautiful landscaping enhances the property's curb appeal, while the spacious two car garage provides plenty of room for vehicles and storage. A wonderful opportunity to enjoy country living

Nathan Natole Coldwell Banker Plourde Real Estate

Located in a quiet, centrally located cul-de-sac, 14 Court St in Winslow is a single-story home offering a spacious and practical layout. Set in a welcoming community of similar homes where neighbors are frequently out walking, the property is conveniently positioned just minutes from local schools and a quick trip across the bridge to downtown Waterville.The interior features an open-concept

Heather Caron Coldwell Banker Realty

Nice 2 unit multi-family home in the heart of Winslow! Each unit has 2 bedrooms & 1 bath, plus an enclosed porch. Nice basement with storage & laundry hookups. Many updates throughout, Including a newer roof in 2016 and furnace replaced in 2023. Don't miss this one! Call today for your private showing.

Matthew Sivret Real Broker