Winslow Homes under $250,000

Winslow Homes under $250,000

Welcome to Winslow, Maine – a charming town nestled in the heart of Kennebec County. Known for its picturesque landscapes and friendly community, Winslow offers a serene lifestyle that perfectly balances small-town charm with modern conveniences. With its rich history, vibrant local culture, and an abundance of recreational opportunities, it’s no wonder that Winslow is becoming a sought-after destination for homebuyers.

One of the most appealing aspects of Winslow is its affordability. The real estate market here boasts a variety of homes priced under $250,000, making it an ideal location for first-time buyers, families, or anyone looking to downsize without sacrificing quality of life. From quaint single-family homes to cozy townhouses, there’s something for everyone. These properties often feature lovely yards, inviting interiors, and the potential for personalization, allowing you to create a space that truly feels like home.

Living in Winslow means enjoying access to beautiful parks, scenic walking trails, and the tranquil waters of the Kennebec River. The town is also conveniently located near the bustling city of Waterville, where you can explore a variety of shops, restaurants, and cultural attractions. With a strong sense of community and a commitment to local events, Winslow is a place where neighbors become friends, and everyone feels welcome.

Whether you’re looking to invest in your first home or seeking a peaceful retreat, Winslow, Maine, offers a perfect blend of affordability, charm, and opportunity. Come discover your next home in this delightful town!

Newest Winslow Homes under $250,000

1 Robert St, Winslow
$249,900
3 Beds ⋅ 2 Baths ⋅ 1682569 MLS
If you've been looking for an intown house in a popular neighborhood, look no further. This 3 bed 2 bath home has been in the same family since 1973 and is now available for its next family to call it home. The house has a new metal roof installed in 2025 on the house, garage and shed. A new electric water heater was installed in 2025 as well. 2 heat sources and a large fenced in back yard are just a few of the reasons to not let the house go. Come take a look today and become the newest members of the neighborhood!

1 Robert St, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

40 Meadow View Ln Unit 40, Winslow
$180,000
2 Beds ⋅ 2 Baths ⋅ 1679898 MLS
** Seller is offering a 5000.00 credit for flooring & Paint in the condo**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.

979 Augusta Rd, Winslow
$250,000
3 Beds ⋅ 1 Baths ⋅ 1679136 MLS
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.

499 Augusta Rd Unit 23, Winslow
$89,900
2 Beds ⋅ 2 Baths ⋅ 1677822 MLS
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.

33 Clinton Ave, Winslow
$179,900
2 Baths ⋅ 1677631 MLS
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.

7 Meadow View Ln Unit 7, Winslow
$175,000
2 Beds ⋅ 2 Baths ⋅ 1677496 MLS
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.

950 China Rd, Winslow
$239,900
2 Beds ⋅ 2 Baths ⋅ 1675871 MLS
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.

23 Monument St, Winslow
$145,000
3 Baths ⋅ 1675679 MLS
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.

28 Meadow View Ln Unit 28, Winslow
$187,000
2 Beds ⋅ 1 Baths ⋅ 1673343 MLS
Enjoy the ease of single-level living in this well-maintained 2-bedroom / 1 bathroom condo. Offering a comfortable and functional layout, this home is perfect for those looking to simplify without sacrificing convenience. Ample storage in the basement. The monthly condo fee includes both heat and hot water, making for worry-free living. Conveniently located close to shopping, dining, healthcare, and other local amenities, this is a wonderful opportunity to enjoy low-maintenance living in a sought after Winslow location.

28 Meadow View Ln Unit 28, Winslow

Listing courtesy of Coldwell Banker Plourde Real Estate.

75 Halifax St Unit F39, Winslow
$179,900
2 Beds ⋅ 2 Baths ⋅ 1672959 MLS
BACK ON THE MARKET due to no fault of the property. If you are looking for easy living and low maintenance, you need to check out this two-bedroom, two full bath condo on the second floor at Fontaine Oaks. This condo features two spacious bedrooms. The primary has its own full private bath, an eat in kitchen, large living room with heat pump that leads directly to your deck. There is another full bath and a dedicated laundry area . If you need more storage, this unit comes with a locked storage space in the basement and a one-car garage. No more mowing or shoveling. Come take a look, you will be happy you did! No Pets allowed.

75 Halifax St Unit F39, Winslow

Listing courtesy of Integrity Homes Real Estate Group, PC.

56 Heywood Rd, Winslow
$250,000
2 Beds ⋅ 2 Baths ⋅ 1672806 MLS
13120 - Heywood Road single family ranch style home with several garages available for sale. The large commercial garage located on the lower section of the property with it's own driveway is 32' X 50' insulated with 16' ceilings that has previously been used as a repair shop for heavy equipment. According to the Town of Winslow, the zoning is MU (Mixed Use). There is a recent septic inspection report and a water test on file, request these results and they will be provided. Bring your curiosity and ideas, whether this is a home & business venture or a rental opportunity for you, schedule a private showing today.

56 Heywood Rd, Winslow

Listing courtesy of Allied Realty.

45 Cushman Rd, Winslow
$234,900
4 Beds ⋅ 1 Baths ⋅ 1669441 MLS
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 oversized 1 car garage! House does need some cosmetic updates but is a very sweet home to call your own! Seller replacing roof shingles prior to closing!

45 Cushman Rd, Winslow

Listing courtesy of Century 21 Nason Realty.

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