Winthrop, ME Homes for Sale

Own your own peninsula on beautiful Annabessacook Lake and experience a combination of privacy, panoramic water views, and exceptional waterfront. As the last home at the end of the road, this year-round property includes 672 feet of private frontage, surrounding you with water and creating the feeling of a secluded lakeside retreat while remaining just minutes from the amenities of Winthrop.

Rachel Bannister EXP Realty

Imagine all the space you will have with this 10 room home. This home has been expanded over the years and provides one with so many options. There is even an insulated unfinished basement just waiting for your creative ideas. You have a spacious eat in kitchen, formal dining room, large living room and a den on the lower level. All bedrooms are on the main level. The primary bedroom with its own

Merline Douglas Lakehome Group Real Estate

Nestled in a wonderful, quiet neighborhood, this beautifully maintained Cape/Contemporary home offers the perfect blend of comfort, style and natural beauty. Set on the shores of scenic 18-acre Kezar Pond, this exceptional property provides a peaceful waterfront lifestyle where you can canoe, kayak, fish, swim, or simply enjoy the abundant wildlife right from your own backyard. Inside, you'll

Earle Kenney Sprague & Curtis Real Estate

Opportunity awaits! This 3-bedroom home is ready for someone to build equity and make it their own. Being sold as is, the home has already seen several updates, including newer windows and partial remodeling, giving you a head start on the finishing touches. It also features an approximately 481 sq. ft. partially finished walk-out basement, providing additional flexible living or storage space.

John Krouse EXP Realty

This thoughtfully designed four-bedroom, three-bath ranch is tucked into a peaceful wooded setting with direct frontage on Lower Narrows Pond. This fresh and clean property creates a pleasant flow with recent updates, an expansive back deck, and hot tub overlooking the lake! A cozy wood stove in the lower level creates a memorable atmosphere! The private dock and a newly designed staircase

Terri Levesque Amnet Realty

Welcome to this private Maine retreat offering the perfect combination of peaceful country living and convenience. Situated on 2.5 acres, this well-maintained property features a private backyard with a patio area, making it the perfect place to relax, entertain, or enjoy the surrounding wildlife. Inside, you'll find the ease of one-floor living with a bright, open floor plan designed for

Tony Loiko Coldwell Banker Realty

Well-maintained 3-bedroom, 2-bath Cape situated on a private 1.62-acre lot on a public dead-end road, offering a peaceful setting while still being conveniently close to town. Built in 2003, this home offers approximately 1,850 square feet of living space plus an unfinished basement with excellent storage or expansion potential. The first floor features a large eat-in kitchen, spacious living

Cameron Rizzo Rizzo Mattson

Fantastic New Price! Historic Winthrop Gem Full of Character & Opportunity!If you've been searching for a home with history, timeless craftsmanship, and room to make it your own, this is your opportunity.Located in Winthrop's Historic District, this home is believed to date back to the 1850s (town records indicate 1910) and offers 2,312 square feet filled with original architectural

Rebecca Wilson Better Homes & Gardens Real Estate/The Masiello Group

Newer kitchen, updated 2 BD, 1 BA home with 60' of deep-water frontage on beautiful Cobbossee Lake! Just feet from the water's edge, you can not ask for a more tranquil spot. Stunning sunrises and views of the lighthouse from one of the many decks leading to a NEW dock system. Newer windows and fully furnished! This is a year round home with heat pump and a pellet stove + spray-foam

Doreen Gagne Integrity Homes Real Estate Group, PC

Welcome to the ''Garden of Eden,'' a truly special property steeped in local history. In the early 1800s, this land was known for its medicinal herb gardens, where remedies were gathered, offering wellness. Today, this remarkable home blends that rich heritage with thoughtful modern updates. Meticulously restored, the home features new insulation, new windows, refined flooring, a fully renovated

Tiffany Libby Pamela Starnes Signature Homes Real Estate Group

Quality-built and low maintenance, this charming two-bedroom, one-bath home offers comfortable one-level living with thoughtful features throughout. Enjoy radiant heat, a heated one-car garage, and an open-concept kitchen, dining, and living area highlighted by vaulted ceilings that create a bright and spacious feel. The primary bedroom features a walk-in closet, while the private backyard and

Jeffrey Perkins Brookewood Realty

Well cared for 3 bedroom, 2 full bath home in desirable 55+ community. Enjoy the open concept this home offers with central air, paved driveway, and home generator. Primary bedroom with full bath. Two sheds for additional storage. Home features abundant light and private back yard with deck.

Daren Hachey Homestead Realty

Two year-round lake cottages, one exceptional Cobbossee offering. This is not an ordinary lake property. With two fully renovated, independent homes on one waterfront lot, the flexibility is rare: a private family compound, multi-generational living, the ability to comfortably host family and friends in their own private cottage, or the opportunity to offset ownership costs by renting one cottage

Harrison Wolfington Your Home Sold Guaranteed Realty

OPEN HOUSE!!! Sunday, July 26th, 10am - 12pm!! Move-in ready, like-new double-wide home situated on 10 private wooded acres. This spacious 4-bedroom, 2.5-bath home offers an open, functional layout with an inviting eat-in kitchen featuring an oversized pantry with an additional refrigerator for extra storage. Quality finishes include sheetrock walls and crown molding throughout. Enjoy year-round

Dylan Armstrong Sprague & Curtis Real Estate

Soils test and survey available! Opportunity meets natural beauty on South Birchwood Lane in Winthrop, Maine. This 5.7-acre parcel offers a rare blend of space and serene surroundings just feet from the shores of Cobbossee Lake. A peaceful stream meanders through the property, adding a natural touch that enhances its charm. Located in the heart of the Kennebec Valley, Winthrop is known for its

Sophia Rosen Sierra Boler Portside Real Estate Group

Move right into this beautifully updated and meticulously maintained Colonial, where modern comforts and thoughtful design come together in a peaceful setting just minutes from town.The inviting open-concept kitchen and dining area is the heart of the home, featuring abundant cabinetry, granite countertops, and a large center island that's perfect for everyday living, entertaining, or

Lori Dube Sprague & Curtis Real Estate

Welcome to 89 Boot Cove Lane, where privacy, comfort, and year-round waterfront living come together on the shores of beautiful Lower Narrows Pond. Nestled in a peaceful wooded setting with over 200 feet of private waterfront, this thoughtfully designed four-bedroom, three-bath ranch offers the perfect blend of modern efficiency and lakeside charm. Inside, you'll find a bright, inviting interior

Terri Levesque Amnet Realty

Welcome to this charming Cape Cod-style home in a sought-after neighborhood in Winthrop -- offering the perfect blend of comfort, convenience, and classic New England charm. Ideally located just minutes from local schools, the public library, shopping, restaurants, the boat landing, and the public beach on beautiful Maranacook Lake, this home puts recreation and everyday essentials right at your

Julian Harwood LAER

Price improvement!! 2 bedroom 2 full baths mobile in a small park 55+community. Ready to move in with a whole house generator , air conditioner in window already set up & shed included. New composite deck built in the summer of 2025 with solar lights. This home features a private full bath off the primary bedroom, full bath with tub for guests at the opposite end. Cost Efficient gas stove and new

Dawn Lopez Hearth & Key Realty

''Sweat equity'' project in Winthrop. This 3BR/1BA home is a full renovation project being sold ''As-Is,'' perfect for a flip or building massive equity. Located in a quiet, established community minutes from the lake and downtown. Per park rules to preserve infrastructure, this home must remain on-site and cannot be moved. Cash preferred, but Owner Financing is available for qualified buyers.

Abigail Elsaesser Keller Williams Realty

Nestled on the shores of beautiful Upper Narrows Pond, this stunning waterfront home at 38 South Upper Narrows Lane offers breathtaking water views, spectacular sunsets, and the peaceful lifestyle you've been dreaming of. Meticulously maintained and thoughtfully designed, this spacious 2,387 sq. ft. home combines comfort, style, and functionality in a truly picturesque setting. The

Donna Pinkham Better Homes & Gardens Real Estate/The Masiello Group

Having been in the same family since the early 1900s, Black Island on Cobbossee Lake is for sale, a very rare gem and opportunity. If you have ever boated to Horseshoe Cove you've been by it; it creates the entrances on both the east and west sides. The 9.5+/- acre island features a beautifully crafted 1989 post and beam 3 BR, 1 BA home finished in V-matched pine and wide pine floors. The house

Jean Kirkpatrick Rizzo Mattson