Homes for Sale near Winslow High School

Welcome to this 3-bedroom, 3-bathroom home set on a generous 1.38-acre lot, offering the perfect blend of comfort, space, and versatility. This property features an attached in-law suite, ideal for multigenerational living or guest accommodations.Step inside to find a bright and spacious layout, complete with a well-appointed kitchen and cozy living areas. Each bedroom offers ample space with a

Alysia Berry Keller Williams Realty

Welcome to 2 Stobie Street - Where Historic Charm Meets Modern Comfort! Nestled in a quiet and welcoming neighborhood, this beautifully restored Victorian offers the perfect blend of timeless elegance and everyday convenience. Located just a short distance from town, the local school, and everything this charming Maine community has to offer, you'll love calling this special place home. Built

Dominique Fehr RE/MAX Realty One

Welcome to 178 Clinton Avenue, a beautifully maintained and thoughtfully updated contemporary home nestled in a desirable Winslow area. This spacious 4-bedroom, 2.5-bath residence blends modern design with warm, inviting spaces. Inside you'll find a large great room with a beautiful hearth and vaulted ceilings that open to a lofted catwalk area. The bright eat-in kitchen features additional

Elizabeth Boulter Portside Real Estate Group

Get a jumpstart on summer with this 2 for 1 special! The waterside cabin is seasonal with a main living area and bedroom on the first floor, loft overhead and panoramic views from the sunroom. The hillside cabin is year round with 2 bedrooms on the second level. Located on a triple lot with 2 sheds and full shared well and septic. These adorable camps are turn key and ready to become your

Jennifer Cammack EXP Realty

Welcome to 22 Frankwood Drive, a spacious 5-bedroom, 2.5-bathroom residence tucked in one of Winslow's most desirable neighborhoods. Set along a peaceful, tree-lined street, this beautifully maintained home offers over 3,100 square feet of living space, effortlessly blending timeless charm with modern convenience. Step inside to a welcoming living room filled with natural light from large

Emily Caron Coldwell Banker Plourde Real Estate

Welcome to this cozy 1 bedroom 1 bathroom Ranch ideally located on the Cushman Road in Winslow. Set on a beautifully landscaped 3-acre lot, this single-level home offers easy living inside and out. Inside you'll find a nice-sized kitchen and large living room. One bedroom with nice closet and office space. A second room currently used as a large closet but could easily be converted into another

Justine Duvall Coldwell Banker Plourde Real Estate

Have you been looking for an affordable home in Central Maine? This could be the perfect opportunity for you. This home features 2 spacious bedrooms, 1 full bathroom, A big kitchen, living room, and dining room area upstairs. Downstairs is very open, and could be transformed into any envisions you may have. Located right across the bridge from the revitalized downtown Waterville area. Minutes to

Corey Lee Real Broker

Turn-Key Duplex with many updates since 2018. 2018 updates includes new propane boiler, new tankless hot water, all new vinyl windows, floors, kitchens (granite countertops), all new stainless appliances, bathrooms, plumbing and electric. New metal roof installed 2023. New paved driveways 2024. Unit 1 comes fully furnished. Unit has always been rented fully furnished for short-term stays

Spenser Ouellette EXP Realty

Welcome to 1 Chadwick Street, a charming 2-bedroom home nestled on an oversized lot in a convenient Winslow location—close to schools, trails, and downtown. This property offers a great opportunity for buyers looking for a well-priced, functional home with room to make it their own.Recent updates include new kitchen flooring (2025), added electrical service and insulation in the garage (2023),

Jason Erwin EXP Realty

Charming New Englander in the Heart of Winslow. Walking distance to Winslow Jr High and High school. Welcome to 128 Benton Avenue a beautifully maintained 3-bedroom, 1.5-bath New Englander that blends timeless character with thoughtful updates. Built in 1915, this 1,380 sq ft home offers classic charm and modern convenience in a walkable, in-town location. Step into a spacious, updated kitchen

Patrick Coughlan Real Broker

This charming 3 bedroom 2 bath turn of the century New Englander abuts one of the numerous walking trails in the area. This home is one of the few that were built exclusively for the former executives of the Hollingsworth & Whitney Company. The character of this home is outstanding with period details including gleaming wood floors, original wood trim, stained glass & farmers porch. There are

Tom Cole NextHome Premier Realty

Welcome to 23 N. Garand Street an Amazing Investment Opportunity!! This Well Maintained Clean 7 Unit Complex Consists of 3-Duplex Style Ranch Home Buildings with Great Layouts and Design, Paved Wrap Around Driveway with Off Street Parking, Vaulted Ceilings, Full Basements, Newer Shingled Roofs in 2021, Decks, and In-Unit Washer and Dryer Hookups. Building #1 Features a Large 3 Bay Garage (Rented

Robert Metayer Client First Realty Maine

Build your dream home on this beautiful 2.02-acre lot in Winslow. With most of the groundwork already completed, including a drilled well and a leach field, you can start building right away. Enjoy the convenience of being close to town while still experiencing the tranquility of rural living. Power is readily available at the street, making this lot the perfect canvas for your future home.

Jill Huard Summit Real Estate

Have you been looking for an ideal location for your business? If so, this could be the perfect location! This 2.96 acre lot has 200' of prime commercial frontage on China Road in busy downtown Winslow. This lot is located in the mixed use district so it is approved for Commercial, Education, Municipal, or Residential. Land here does not come up often! Priced below tax assessed value. Come scoop

Corey Lee Real Broker

Desirable location for your new one level condo in a sought after neighborhood! Features an open floor plan, living room with propane fireplace and a cozy sunroom which leads to the deck with a privacy fence between the two units. Primary bedroom with full bath, separate dining area and kitchen with all appliances. All this plus an attached garage & a full private basement. Pet friendly too!

Kim Moxcey Century 21 Nason Realty

A beautiful winding driveway leads you past a lovely pond to this custom built home sitting on 14 pastoral acres. Classically styled 3 story barn on a full foundation with a lean-to off the side for even more storage. 12x16 chicken coop, screen building with a wood stove, and beautiful garden rows with rich fertilized soils, this property is perfect for homesteading and food production. Deer

Tyler Gaudet Sprague & Curtis Real Estate

Great Investment Opportunity! This charming multi-unit features two spacious apartments, each offering excellent value. The first unit boasts 3 bedrooms and 2 baths, while the second unit offers 3 bedrooms and 1 bath - perfect for families or tenants seeking extra space. Both units are well-maintained and include a bright, welcoming sun porch that adds a touch of warmth and character to the home.

Kristen Nutter Summit Real Estate

Come and see the potential of this recently surveyed 19+ acres.

Michael Lee Century 21 Venture Ltd.

To-Be-Built - Customizable & Packed with Upgrades!Introducing the G-3465 ranch-style home by Pine Grove, offering the ease of one-level living, stylish finishes, and an open layout perfect for everyday comfort and entertaining.The home pictured represents a fully upgraded version and would cost the current listing price on this lot. The base model for this plan starts at $338,000, and depending

Anna Boucher Pouliot Real Estate

***OPEN HOUSE SUNDAY 6/22 10:00-11:00am.*** Showings begin the same day. Discover this charming one-level, 2-bedroom, 2-bath condo nestled in a highly desirable Winslow retirement neighborhood on a quiet dead-end street—ready to become your ideal retirement oasis! Enjoy the beautiful open-design and spacious living room,complemented by a bright four-season sunroom that floods the space with

Michael Roddy Your Home Sold Guaranteed Realty