Raymond Real Estate

Welcome to Raymond, Maine – a hidden gem nestled in the heart of Cumberland County, where stunning natural beauty meets a vibrant community spirit. Known for its picturesque landscapes and tranquil lakes, Raymond is an ideal destination for those seeking a serene lifestyle while still enjoying the conveniences of modern living.

Raymond is surrounded by the pristine waters of the Sebago Lake region, making it a haven for outdoor enthusiasts. Residents and visitors alike can indulge in a variety of recreational activities, from boating and fishing to hiking and biking along scenic trails. The town’s charming parks and waterfront areas provide perfect spots for picnics, family gatherings, or simply soaking in the breathtaking views.

With its rich history and warm community atmosphere, Raymond boasts a friendly population that prides itself on local traditions and neighborly connections. The town hosts numerous community events throughout the year, fostering a strong sense of belonging among its residents. Whether you’re exploring the local farmer’s market, participating in seasonal festivals, or enjoying a peaceful evening stroll along the lakeside, you’ll quickly feel at home in this welcoming environment.

In addition to its natural allure, Raymond offers a range of amenities, including quaint shops, delightful eateries, and highly-rated schools, making it an excellent place for families and individuals alike. With easy access to the bustling city of Portland just a short drive away, you can enjoy the best of both worlds – the tranquility of small-town living and the vibrancy of urban life.

Discover the enchanting charm of Raymond, Maine, where every day feels like a retreat into nature, and community spirit thrives. Your dream home awaits in this idyllic town!

Newest Listings in Raymond

$875,000

4 Beds ⋅ 3 Baths

Resting on 5.83 pristine acres in a serene Raymond neighborhood, this custom-built home seamlessly blends rustic warmth, modern efficiency, and elevated craft. Sited at the end of a private 250' driveway, the residence enjoys complete seclusion wrapped in peaceful surroundings, featuring sweeping 180° seasonal views of Sebago Lake and Mount Washington. Inside, artisan detail shines throughout, centered around an inviting living room with dramatic vaulted ceilings. The tailor-made kitchen features solid oak cabinetry, designer granite countertops, a propane gas range, and a hammered copper sink. Technically a 3-bedroom, the home functions as a 4-bedroom--highlighted by two spacious primary suites (16'x22') and two 10.5'x11' bedrooms. The main suite offers a private sanctuary with a Jacuzzi tub and skylights, while the finished lower level with egress windows adapts easily for a gym, media room, or guest suite. Engineered for reliability, the versatile heating setup includes heat pumps, new oil-fired boiler, and an 80,000 BTU woodstove, complemented by underground power, 330-gallon oil capacity, and a worry-free HOA handling winter snow removal. Outside, enjoy an expansive deck, cooling above-ground pool, a 10'x14' pool/storage shed, and woodshed. Recreation lovers will appreciate direct access to the Maine Interconnected Trail System right next to the lot. With 4 total garage bays, vehicle storage is unmatched: an attached 28'x28' 2-car garage with 9' bays plus an oversized 2-car detached garage (built in 1999) with an expandable second story ready for a studio, workshop, or guest quarters. Combining rural Raymond and Sebago Lake recreation with proximity to Windham's commercial center, this unique property offers a rare lifestyle and long-term value.

76 Daggett Dr, Raymond

Listing courtesy of Hearth & Key Realty. 2077133144

$675,000

5 Beds ⋅ 3 Baths

You don't want to miss out on this unique property consisting of a 3 bedroom, 2 bath ranch with 2 car garage and an attached 2 bedroom, 1 bath in-law apt or use as an ADU for additional income with an attached 1 car garage. Sits on 3.57 acre lot with a private setting, covered patio, deck and above ground pool. Only 15 minutes from Maine Turnpike in Gray makes this an easy commute to Portland, Auburn or Lewiston for employment opportunites and all your shopping needs.

6 Medawisla Run, Raymond

Listing courtesy of Allied Real Estate.

$3,500,000

INVESTMENT HIGHLIGHTS Absolute NNN Lease: Tenant pays taxes, insurance, and maintenance. Investment-Grade Credit: Secure cash flow backed by an S&P: BBB rated tenant. Global Brand Recognition: Corporate lease with an established convenience/gas brand operating 14,800+ stores. Embedded Rental Growth: Built-in 5% rent escalations at each upcoming renewal option.Long-Term Operational History: Currently thriving in its first 5-year extension option. Strong Remaining Options: Two additional 5-year options left to ensure long-term occupancy. LOCATION OVERVIEW High-Traffic Corridor: Prominently situated on Route 302 in Raymond, Maine. Gateway to Sebago Lake: Located in a premier year-round recreational destination. Sustained Seasonal Surges: High tourist traffic during peak summer and winter vacation seasons. Proximity to Major Hubs: Only 20 miles from the Portland-South Portland metropolitan area.Regional Accessibility: Positioned 130 miles north of Boston for easy interstate access. PROPERTY & LEASE SUMMARY Feature Property Lease Detail Type Absolute NNN Tenant Credit Rating S&P: BBB (Investment Grade) Total Global Locations14,800+ Original Lease Term10 Years Current Lease Phase First 5-Year Extension (3 Years Remaining) Future Renewal Options Two (5-Year) Options Remaining Rental Increases 5% Bumps At Each Extension.

1237 Roosevelt Trl, Raymond

Listing courtesy of EXP Realty.

$2,750,000

4 Beds ⋅ 4 Baths

Perched along the coveted shores of Sebago Lake, this architecturally distinctive waterfront retreat offers an exceptional blend of thoughtful design, timeless character, and the quintessential Maine lake lifestyle. Set on a beautifully landscaped lot with 146± feet of frontage, the property invites you to enjoy panoramic water views and four seasons of recreation on one of Maine's most sought-after lakes. Designed to maximize both comfort and connection to its stunning surroundings, the home is flooded with natural light through expansive windows that frame the lake from nearly every angle. Vaulted ceilings, warm wood accents, and inviting gathering spaces create an atmosphere that is both sophisticated and welcoming. The well-appointed kitchen flows effortlessly into the dining and living areas, making it equally suited for intimate dinners and memorable gatherings with family and friends. The thoughtfully designed floor plan offers four bedrooms and three full baths, providing comfortable accommodations for both everyday living and overnight guests. A light-filled screened in porch is the perfect place to savor your morning coffee as the lake comes to life or unwind with a good book after a day on the water. Outside, the lifestyle you've been dreaming of awaits. A sandy beach provides easy access for swimming, while the private dock becomes your gateway to boating, fishing, paddleboarding, and unforgettable days exploring the pristine waters of Sebago Lake. Beautiful landscaping and mature plantings enhance the property's natural beauty, creating an idyllic setting for lakeside entertaining or quiet moments spent simply taking in the view. Whether you're searching for a year-round residence, a vacation home, or an investment opportunity, this property has a proven rental history as a successful Airbnb, offering the flexibility to generate rental income while owning a truly remarkable piece of Maine Waterfront.

81 Shaw Rd, Raymond

Listing courtesy of Rockstar Real Estate.

$900,000

3 Beds ⋅ 2 Baths

OPEN HOUSE. 8/30 10:00 am -4:00 PM This isn't just a beautiful home. It's a life style! If you'd like to live on the lake as close as possible to the water, then this comfortable, well crafted, 3 bedroom, 2 bath custom home, offers tranquil water views from the deck, living room, kitchen, and bedrooms and could be just what you're looking for. Re-built from an old camp built in 1930 the property offers many features and updates (List available listing Documents). Centrally located in the Sebago Lake Region, on beautiful Crescent Lake in Raymond, this location, sits right at the waters edge within a quaint lakeside community. It has easy access to shopping, restaurants, and medical services, as well as a wide array of recreational activities (hiking, snow skiing, sea plane rides, white water rafting, parasailing, golf, etc.). A perfect setting for a beautiful year round waterfront home, vacation home, or the lucrative, short term, waterfront vacation rental. Swim, boat, waterski, ice fish, snow shoe, and cross country ski all from the front yard...over 70 acres on Crescent lake alone. Boating from there through the Tenny River can bring you into another even larger water body, Panther Pond. An adventure for sure. Also included: Optionally, at no extra cost, the cottage comes fully furnished and includes the dock system. PERFECT FOR TURNKEY VACATION RENTALS, RESIDENTIAL RENTALS OR to furnish your very own Vacation Home Getaway.... A must see! ** Please Note: -Declining the furnishings will not affect the sale price. -additionally, there is a town boat launch and beach a short walk away.

41 Haskell Ave, Raymond

Listing courtesy of Pine Tree Realty of Maine.

$1,500,000

3 Beds ⋅ 2 Baths

When people dream of owning a home in Maine, this is exactly what they imagine. Nestled on 2.7 private acres with 168 feet of pristine waterfront, this classic lakeside retreat captures the essence of Maine living. Warm tongue-and-groove pine walls, a cozy stone fireplace for cool evenings, and breathtaking water views create an atmosphere that is both timeless and inviting. Step onto the expansive new deck with its sleek cable railing system--an ideal setting for outdoor dining, entertaining, or simply savoring your morning coffee as the sun rises over the lake. The shoreline offers gradual entry with a sandy beach, making it perfect for swimming, relaxing, and creating lasting family memories. Boating enthusiasts will appreciate the deep-water dock, additional mooring, and the benefit of consistent water levels throughout the season. This is more than a waterfront home--it's the Maine lakefront lifestyle you've been dreaming of.

53 Stark Cove Rd, Raymond

Listing courtesy of Portside Real Estate Group.

$995,000

4 Beds ⋅ 5 Baths

Paradise Found! This large colonial sits on an elevated 9 acre lot offering panoramic views of Sebago Lake. Step onto the farmer's porch, enter the foyer and you will see open dining area to large sunken living room with cathedral ceilings and floor to ceiling picture windows. Modern kitchen with granite countertops and breakfast bar, opens to side deck and pool area. On the second floor you will find 3 bedrooms, a full bath, and access to the 3rd floor primary suite with dramatic views. Currently configured with separate in-law townhouse apartment with 2 bedrooms, which could also be opened up to the main house. Imagine living on top of the world with all the amenities of lakes region nearby...

6 Kristin Ln, Raymond

Listing courtesy of Town & Shore Real Estate.

$924,900

3 Beds ⋅ 3 Baths

Rare Raymond Pond Waterfront Retreat! Enjoy the best of Maine lakefront living with an incredible +/-400 feet of sandy-bottom frontage on beautiful Raymond Pond! Setting on +/- 2.29 private acres, this exceptional 3-bedroom, 3-bath contemporary home offers breathtaking water views, unforgettable sunsets, and plenty of room to relax and entertain. The open, inviting layout is designed to take full advantage of the spectacular waterfront setting. Step outside onto the expansive deck overlooking the pond, or start your mornings with coffee from the private screened porch off the primary bedroom, where peaceful water views await.The partially finished walkout full basement features a spacious family room, providing additional living space for gatherings, recreation, or guests. Cedar lined closet to change out clothing for the seasons. Recent improvements include heat pumps installed just two years ago, a whole-house generator, and a Radon Water Mitigation System, metal roof offering comfort and peace of mind. Whether you're swimming from the sandy shoreline, boating, kayaking, fishing, or simply soaking in the stunning sunsets, this property is a true waterfront gem. Opportunities like this--with +/-400 feet of frontage, privacy, and an exceptional setting--are rare. Come experience the beauty and tranquility of Raymond Pond and make this remarkable waterfront property your own!

109 Spring Valley Rd, Raymond

Listing courtesy of Maine Real Estate Choice.

$23,500

Enjoy your own little piece of seclusion located right in the heart of the Sebago Lakes Region in the great town of Raymond. This is the perfect spot to put an RV or camper. Lot is unbuildable, but the current owner has been approved for campground use. A small permitted driveway is already in place, and the lot is ready for it's next owner.

Plummer Dr, Raymond

Listing courtesy of Maine Real Estate Co.

$1,595,000

4 Beds ⋅ 4 Baths

Enjoy exceptional waterfront living on Big Sebago Lake from this beautifully updated property set on 1.75 acres in a protected cove with 90 feet of sandy, gradual-entry frontage. Ideal for swimming, boating, and relaxing at the shoreline. The property includes a modular dock system with a jet ski lift, making lake access easy and convenient all season long. This 4-bedroom, 3.5-bathroom home includes a flexible in-law suite, making it well suited for guests, extended family, or multigenerational living. The main living area features a stone gas fireplace and opens to a large deck overlooking the lake, creating an inviting space for entertaining or relaxing while taking in the waterfront setting. Recent improvements throughout the home enhance both comfort and long-term reliability, including four newer Andersen sliding glass doors on the main and lower levels that connect the living spaces to the backyard and lakefront, a stunning stone front exterior with cedar shingle accents that complements the interior fireplace, a whole-house Generac generator providing peace of mind year-round, newly installed gutters with a LeafFilter protection system, custom plantation shutters throughout the main level, and an invisible dog fence already in place. An added bonus is the separate lot located directly across the street, offering excellent potential for a future garage, workshop, or additional storage (subject to local approvals). This extra parcel provides flexibility rarely found with Sebago Lake waterfront properties and enhances both convenience and long-term value. Located in one of Raymond's most desirable Sebago Lake coves, this property combines privacy, thoughtful updates, and classic Maine waterfront living in a setting equally suited for year-round enjoyment or as a seasonal retreat.

36 Whittemore Cove Rd, Raymond

Listing courtesy of Krainin Real Estate.

$899,000

RETAIL/OFFICE BUILDING •1,800-5,600± SF available •Well-known landmark property, formerly home to the iconic Cricket's Corner •High visibilty on Roosevelt Trail with traffic counts of 18,000± cars/day AADT •Commercial zoning allows for a wide variety of business uses •Excellent opportunity for an owner-user or investor

1223 Roosevelt Trl, Raymond

Listing courtesy of Malone Commercial Brokers, Inc..

$2,200,000

3 Beds ⋅ 3 Baths

Sebago Lake Life! This state-of-the-art retreat awaits its new owners. Formed 14,000 years ago by retreating glaciers, this extraordinary setting of granite boulders and pristine shoreline frames Maine's 2nd-largest lake. Built into that landscape in 1984, the home has been thoughtfully enhanced during the current owner's stewardship with purposeful, creative improvements that honor both the architecture and its remarkable surroundings.Among them are structural steel beams reinforcing the cantilevered design, high-end HVAC, an on-demand water-cooled generator, new balconies and stairs, custom railings, roof, and electric skylights with rain sensors - bringing together innovation, comfort, and craftsmanship. Throughout the home, artful interiors flow seamlessly into the landscape, while an exterior staircase with balconies and decks cascades through the boulders to the waterfront below.A newly designed front entry opens to a practical mudroom before unfolding into the main living space, where a chef's kitchen, informal dining area, and inviting sitting room are all oriented toward the panoramic beauty of Jordan Bay. This level also includes a guest bedroom, bath, and laundry. Above, the cathedraled primary suite is a private sanctuary overlooking the lake, complete with a spa-inspired bath. Below, a fireplace living area leads to the lower level, designed for effortless lakeside living, featuring a kitchenette, a full bar, and a Murphy bed for family and guests.At sunrise, the home is bathed in light from every angle, with the calm inlet shimmering just beyond and the surrounding landscape revealing its quiet magic. Don't miss the moss heart accents on the boulders. Three docks create your waterfront experience, from swimming and boating to rowing, kayaking, or simply relaxing. Completing the property is a garage with a fully equipped 579-square-foot studio apartment above, also with HVAC, along with ample electrical capacity for a true workshop.

57 Andersen Rd, Raymond

Listing courtesy of Legacy Properties Sotheby's International Realty.

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