Raymond Homes under $400,000

Welcome to Raymond, Maine—a hidden gem nestled in the heart of Cumberland County. Known for its stunning natural beauty and close-knit community, Raymond offers a perfect blend of tranquility and adventure. With its picturesque lakes, lush forests, and charming rural landscapes, this delightful town is an ideal setting for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life.

Raymond is home to several pristine lakes, including the popular Raymond Pond and Crescent Lake, which provide endless opportunities for outdoor activities such as fishing, kayaking, and hiking. The town’s vibrant community hosts various events throughout the year, from farmers' markets to seasonal festivals, ensuring there's always something to enjoy.

For those looking to call Raymond home, the real estate market offers an impressive selection of homes under $400,000. Whether you're seeking a cozy cottage by the lake, a modern family home, or a charming farmhouse surrounded by nature, you’ll find a variety of options to suit your needs. With a range of properties available at this price point, first-time buyers and seasoned investors alike can find the perfect fit in this welcoming community.

Raymond’s convenient location also means you’re just a short drive from the bustling city of Portland, where you can enjoy a vibrant arts scene, delectable dining, and shopping opportunities. Embrace the best of both worlds with the serenity of Raymond and the excitement of nearby urban living. Discover your dream home in this enchanting town today!

Newest Raymond Homes under $400,000

$350,000

2 Beds ⋅ 1 Baths

Get away to this cute, turnkey cottage! Perfectly capturing classic Maine camp vibes with key updates, this property offers a rare combination of peaceful seclusion and exceptional water access to Thomas Pond in the Sebago Lake region. Sited on a generous 0.45-acre wooded lot,, it serves as the ultimate tranquil retreat or a vacation rental investment. The property boasts direct, stunning views of Thomas Pond along with dedicated right-of-way, giving you effortless, private access to prime swimming, boating, kayaking, and fishing. After a day out on the water, unwind or entertain on the generously sized screened-in porch—an ideal spot for enjoying your morning coffee or listening to the loons as evening sets in. Inside, the cozy home, laid out to maximize its space with exposed architectural beams, a bright open-concept flow, and an updated interior. The interior features two comfortable bedrooms and one full bathroom, seamlessly balancing a nostalgic, back-to-nature environment with modern practicalities. While you will feel a world away on this quiet gravel road, you remain incredibly close to local conveniences. The cottage is just a short drive from world-class golfing at Point Sebago, local dining favorites, and shopping. Whether you are looking for a classic lakes region getaway, investment property, or spot to make family memories for years to come, this cottage is ready to welcome you.

18 Shore Rd, Raymond

Listing courtesy of RE/MAX Shoreline.

$285,000

1 Beds ⋅ 1 Baths

Welcome to 29 Webbs Mills Road in Raymond, a thoughtfully designed tiny home nestled on a private, wooded lot. Attached to a concrete slab and complete with a Certificate of Occupancy, this inviting property combines efficient living with warm Maine-cabin character. Inside, vaulted knotty-pine ceilings, natural wood trim and crisp white shiplap-style walls create a bright and welcoming atmosphere. The efficient kitchen offers a full-size refrigerator, electric cooktop, microwave, sink and ample cabinet storage. A comfortable main-level sleeping area, full bathroom with shower and additional loft provide flexible living and storage space. A heat-pump mini-split supplies efficient heating and cooling. Outside, log-style siding, a durable metal roof and spacious front deck complement the peaceful wooded setting. The property is served by a drilled well and septic system. Conveniently located near Raymond village, Sebago Lake walking distance and North Windham's shopping and amenities, this distinctive property offers an appealing opportunity for year-round living, a seasonal Maine getaway or a low-maintenance retreat.

29 Webbs Mills Rd, Raymond

Listing courtesy of Landing Real Estate.

$349,000

3 Beds ⋅ 1 Baths

Imagine coming home to a place with room to spread out, room to make it your own, and some of Maine's best outdoor adventures are practically in your backyard. This 3-bedroom home is tucked into a neighborhood setting in the heart of Maine's Lakes Region. Picture slow mornings with coffee on the deck, afternoons in the yard, summer evenings around the grill, and cozy winter nights warmed by the wood stove. Inside, there's more space than you might expect. The finished lower level gives you flexibility for everyday life, whether you envision a family room, game room, home office, workout space or a place for guests. The former garage was started as additional finished living space but never completed, leaving the next owner with an opportunity to finish what was started or potentially bring it back to garage space. Even the laundry area offers possibilities, with potential for a future second bathroom. This is a home where a few updates and your own personal touches could go a long way. Then step outside, because living here is about more than the house. Imagine packing a cooler and heading to Tassel Top's sandy beach, spending the afternoon boating on Sebago Lake, or grabbing the kayaks and exploring one of the many lakes nearby. There are trails to hike and bike, places to fish and endless ways to enjoy. When the leaves begin to change, it's a whole different kind of beautiful. And once the snow arrives, trade the kayaks for snowshoes, cross-country skis or snowmobiles, or spend a winter afternoon ice fishing. After the adventure, come home to your own yard, your deck and a place that feels tucked away from the everyday hustle. When you need groceries, shopping, restaurants or everyday conveniences are just minutes away. Whether this is your first home, your next chapter or the place where you see yourself putting down roots and adding value over time.

10 Pine Ln, Raymond

Listing courtesy of Keller Williams Realty. 207-415-8995

Start Your Search

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.