Winslow Homes under $300,000

Welcome to Winslow, Maine – a charming town nestled in the heart of Kennebec County, where small-town charm meets modern convenience. Known for its friendly community and picturesque landscapes, Winslow is an ideal place for families, young professionals, and retirees alike. With its rich history and vibrant local culture, this quaint town offers a unique blend of outdoor activities, local dining, and shopping experiences, making it a wonderful place to call home.

One of the most appealing aspects of Winslow is its affordability. With a variety of homes available for under $300,000, you can find the perfect property that suits your lifestyle and budget. From cozy single-family homes to charming townhouses, there’s something for everyone. Imagine waking up in a lovely home surrounded by the stunning natural beauty of Maine, with access to parks, walking trails, and the serene Kennebec River.

Winslow’s location provides easy access to nearby cities like Waterville and Augusta, offering additional amenities and entertainment options. Enjoy weekend outings at local farmers' markets, explore the vibrant arts scene, or take advantage of the numerous recreational opportunities in the area, including hiking, fishing, and skiing in the winter months.

With its welcoming atmosphere, beautiful surroundings, and affordable housing options, Winslow, ME is the perfect place to start your next chapter. Discover your dream home in this delightful town and experience the best of Maine living!

Newest Winslow Homes under $300,000

$280,000

3 Beds ⋅ 1 Baths

Character, natural light, and room to make it your own—welcome to 559 Abbott Road in Winslow. Offering approximately 2,185 square feet on approximately 2 acres, this 3-bedroom Cape is surrounded by mature trees and abundant established landscaping ready to be reclaimed and enjoyed. There's room for gardens, outdoor gathering spaces, or simply enjoying the privacy and beauty of the setting. Step in from the covered front porch to a home filled with possibility. The sunroom addition is a standout, with vaulted ceilings, walls of windows, and direct access to the yard. The spacious eat-in kitchen gives you room to redesign and remodel around your own style, while the walk-in pantry adds valuable everyday storage. The main level also includes a living room with wood stove, first-floor primary bedroom, separate office or flex space, and a full bath with laundry hookups. Upstairs, two additional bedrooms feature charming built-in dresser drawers and useful storage. A metal roof and Generac standby generator are already in place, and the detached 2-car garage offers additional storage above for tools, hobbies, or seasonal gear. This is a home for someone who can see the possibilities. Restore the gardens, refresh the interiors, and make the spaces your own. At the end of the day, can you picture yourself settling into a rocking chair on the covered porch and watching the sunset over the property? Bring your vision and come see what you can create here.

559 Abbott Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$274,900

4 Beds ⋅ 2 Baths

Welcome home! This well-maintained property offers plenty of space and flexibility in a convenient Winslow location. With thoughtful reconfiguration, the home could provide a comfortable 3-4 bedroom layout with room for everyone to spread out. The first floor features a formal dining room, laundry area, and enclosed porch, along with inviting living spaces. Outside, enjoy a level yard, private driveway, covered porch, and a two-car detached garage offering plenty of room for parking, storage, hobbies, or a workshop. Vinyl siding provides a low-maintenance exterior, making this a home that's easy to enjoy and maintain. A great opportunity to create a home that fits your needs in a convenient location!

33 Halifax St, Winslow

Listing courtesy of Summit Real Estate.

$274,900

2 Baths

So many possibilities! This well-maintained two-unit property in a convenient Winslow location offers flexibility for an investor, owner-occupant, or buyer looking for a spacious single-family home. The first-floor unit features a large kitchen and a formal dining room which could be converted to a second bedroom. This unit also includes 1st floor laundry, a small pantry and an enclosed porch. With some minor changes, the second floor unit could be converted to bedrooms and the building could easily become a comfortable 3-4 bedroom home. Outside, enjoy a level yard, private driveway, covered porch, and a two-car detached garage with plenty of room for parking, storage, or hobbies. Vinyl siding keeps exterior maintenance to a minimum. Whether you're looking for rental income or a home you can make your own, this property is worth a look!

33 Halifax St, Winslow

Listing courtesy of Summit Real Estate.

$289,900

3 Beds ⋅ 1 Baths

If you've been looking for an in-town home with an oversized garage, fenced in back yard and a functional lay out, look no further. This 3 bed,1 bath home offers the convenience of 1 story living with the addition of 2 good size bedrooms on the 2nd story. The oversized garage is perfect for those with more than 1 car, lots of toys or looking to add a workshop to the back. From the garage you enter directly into the mudroom which than leads into the Kitchen. The open Kitchen and living room area are ideal for entertaining and the updated bathroom, laundry room and Bedroom make it so you can live on one floor while having additional bedrooms upstairs. This cute cape has been well taken care of, it is close to all amenities Winslow has to offer and under 300k, come take a look and make this move-in ready home yours today!

9 Poulin St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$180,000

2 Beds ⋅ 2 Baths

** Seller is offering a 10,000 credit for paint, flooring & any updates needed **Welcome to Meadow View Condominiums! This one level unit offers 2-bedrooms and 1.5 baths in a quiet setting, just minutes from downtown Winslow & Waterville. The kitchen provides ample cabinet storage and counter space, flowing easily into the living room area. Both bedrooms are generously sized with closet space. The primary has a private half bath. The full bath includes an in-unit laundry for every day convenience. Step outside on your private deck, perfect for relaxing. This unit also includes a one car garage and a designated storage space in the basement. The association handles landscaping, snow removal, and general exterior upkeep, while the monthly HOA fee covers heat & hot water, making this a cost effective and low-maintenance lifestyle. Bring your style and taste, and make it home.

40 Meadow View Ln Unit 40, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

$250,000

3 Beds ⋅ 1 Baths

Lots of opportunity and potential with this classic farmhouse situated on 6 acres with water frontage! Offering approximately 1,400 square feet of finished living space, this property also features an incredible amount of additional space, with more than 6,000 square feet under roof. Beyond the main living area, you'll find multiple bonus and storage areas, including a large barn, spacious entryway, mudroom, tool rooms and additional storage areas. The second floor features four additional rooms that need some attention, offering the opportunity to bring this classic farmhouse back to its full potential. Continue to the third floor where you'll find even more space in need of repair, but with possibilities for attic storage or potential additional living space. With MU zoning and its unique, expansive layout, the property offers possibilities for use as a spacious single-family home or conversion to a multi-unit property. Outside, enjoy 6 acres of land and water frontage with a partially established trail leading toward the river. Conveniently located near the interstate, Thomas College and Colby College while still offering plenty of space and privacy. A truly unique property with character, history and room to make it your own.

979 Augusta Rd, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$89,900

2 Beds ⋅ 2 Baths

Welcome to 23 Spruce Ridge, Winslow! This brand new 2026 Eagle River manufactured home features 2 spacious bedrooms, 2 full baths, large living room & kitchen with center island and seating. New Whirlpool stainless steel appliances, and ample cabinet space in the kitchen. Located in a well maintained park community, minutes from downtown Waterville / Winslow. Pets allowed. Taxes TBD.

499 Augusta Rd Unit 23, Winslow

Listing courtesy of Century 21 Nason Realty.

$179,900

2 Baths

Convenient location for this Winslow building! Features a large vacant, open space on the first floor of approximately 1290(+/-) square feet with a half bath. Spacious 3 bedroom apartment upstairs on the 2nd floor. Garages attached, paved parking & on a corner lot. Building needs work but lots of potential. Minutes to downtown Waterville too. Income is for second floor apartment only.

33 Clinton Ave, Winslow

Listing courtesy of Century 21 Nason Realty.

$175,000

2 Beds ⋅ 2 Baths

Move right into this neat-as-a-pin condo! Nestled on Meadow View Lane in Winslow, this 2 bed 1.5 bath home is in a wonderful walking neighborhood with easy access to local amenities. There is a one car garage as well as basement storage. If you are looking for convenient, one floor living, come take a look!

7 Meadow View Ln Unit 7, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

$289,000

4 Beds ⋅ 2 Baths

Welcome to this well-maintained 1965 ranch, offering 4 bedrooms, 1 full bath, 1 half bath, about 2,184 square feet of living space, and a 2-car attached garage in a peaceful, established neighborhood. The main level features a spacious kitchen with ample cabinetry and an open connection to the living room (with hardwood flooring). The rest of upstairs includes 3 bedrooms, a full bath, and all hardwood floors. The finished basement includes a half bath, laundry room, tool room and a spacious bedroom and family room. The private, fenced in backyard includes a refurbished raised child's clubhouse with a new roof and a carpeted 7' x 7' play-and-sleeping area inside. Additional features include a paved driveway, roomy storage shed, new front steps, and a metal roof installed about 5 years ago. Included appliances and furnishings are a newer refrigerator and oven/stove, a microwave, washer, dryer, 3 portable air conditioners, a beautiful extendable kitchen table, office desk/chair, 2 comfortable couches, and a 46" Smart TV. Conveniently located within a quarter mile of shopping, restaurants, grocery, Walgreens and McDonald's. A Family-Friendly Community...Winslow High School is known locally for strong academics and high school sports. The community also offers active youth sports and recreation programs, including basketball, fall soccer, and intramurals. Winslow Public Schools provide opportunities in academics, athletics, music, performing arts, clubs, Advanced Placement, and college-credit courses. Our family has firsthand experience with Winslow Schools. All 3 of our children attended grades K-12 here and thrived at every age level under the district's academic excellence and school sports opportunities. With its character and charm, 16 Paine Street is an appealing opportunity for buyers seeking a vintage, "move-in ready" home in Winslow.

16 Paine St, Winslow

Listing courtesy of LAER.

$239,900

2 Beds ⋅ 2 Baths

Impeccable Property on 3+ Private Acres! Nothing but the best awaits you at this beautifully maintained and remodeled property, offering the perfect blend of quality, privacy, and modern comfort. The remodeled mobile home features high-end finishes and appliances throughout, a 50 year transferable new roof installed this year, heat pump and pellet stove, creating n a truly move-in-ready home with a level of quality rarely found. The impressive heated, finished two-car garage provides exceptional space for vehicles, hobbies, storage, or a workshop. 2nd floor of garage could lend itself as a fantastic in law apartment! Step outside and enjoy two beautiful decks, including a large composite back deck perfect for entertaining or relaxing while taking in the peaceful private setting. Gorgeous, thoughtfully designed landscaping surrounds the property, adding to its exceptional appeal. Set on over 3 acres, this property offers privacy and serenity. Every detail has been thoughtfully considered and meticulously maintained. A TRULY special property where quality is evident at every turn! HUGE PRICE REDUCTION!

950 China Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

$145,000

3 Baths

3-unit building in convenient Winslow location. This building is a ''fixer upper'' but has lots of potential! Contractors and investors take notice! Offers 3 spacious apartments, all rented. Building does need work on the outside and some inside. Building is being sold ''AS IS'', conventional or cash sales would be best. Building offers off street parking, enclosed porches for for units, hot water, heat & more! Located only minutes from downtown Waterville. 24-48 hour notice required. No showings until 11 am.

23 Monument St, Winslow

Listing courtesy of Century 21 Nason Realty.

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