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$249,000
2 Beds 1 Baths
Looking for a simple home or homestead that combines outdoor space and easy living? This home sits on a slab and offers main floor living with 2 bedrooms and 1 bath. The home is finished in rich pine and has a front porch worthy of relaxing bordered with garden boxes, flower beds and a slate walkway. The sellers have added some great touches here that have the beginnings of a great homestead like fruit trees, berry bushes, garden boxes, a private fire pit area for congregating and a storage barn. There is a 2 car garage as well. The seller took great effort to create a more usable yard by hauling in material and leveling the grounds. There is also bonus space upstairs that is unfinished, you can add a stairway to the main floor for additional living space or possibly create an in-law where there are exterior stairs in place.

794 Thurston Hill Rd, Madison

Listing courtesy of Taylor Realty, Inc..

$635,000
Two distinctive buildings, one downtown property, and nearly 5,900 square feet of space ready for a new vision. Offered together at $635,000, 96 and 98 Main Street combine historic character, flexible layouts, commercial visibility, and the potential for multiple income-producing or live-work uses. Built in 1892, 98 Main Street is an approximately 3,791-square-foot brick chapel featuring soaring vaulted ceilings, original woodwork, restored stained-glass windows, and a working bell tower. The main sanctuary accommodates approximately 160 people and has previously been used as an event and gathering space. A versatile lower level provides additional room for meetings, classes, offices, studios, storage, or other business needs. Recent improvements include a replacement steam boiler, brick repointing, and window restoration. Next door, 96 Main Street is an approximately 2,080-square-foot former parsonage offering the warmth and detail of a Victorian home with the flexibility to support residential, professional, hospitality, or mixed-use plans. The building includes five bedrooms plus a third floor bonus room, two full bathrooms, an updated kitchen, pocket doors, red oak flooring, a four-season rear porch, a full basement, a sprinkler system, and an accessible entrance ramp. Located on approximately 0.31 acres with rear parking and strong visibility along Main Street, the property offers an unusual combination of scale, architectural character, and versatility. Create a destination venue, professional or wellness center, lodging property, creative workspace, community organization, residential and commercial combination, or an entirely new concept designed around these memorable downtown buildings. Buyers are encouraged to confirm permitted uses with the Town of Madison.

96 & 98 Main St, Madison

Listing courtesy of EXP Realty.

$265,000
3 Baths
Whether you're looking to owner occupy while your tenants help pay the mortgage or expand your investment portfolio, this versatile multi-unit property is one you won't want to miss. Offering over 4,500 square feet of living space, the property features one spacious 4-bedroom unit, one 3-bedroom unit, and one 1-bedroom unit, providing excellent income potential. Live in one unit and let the rental income offset much of your mortgage, or lease all three units as a strong investment opportunity. The property has seen several major updates over the past few years and is situated on a quiet road on a rare double lot. A detached two-car garage offers additional rental or storage income potential, while the unfinished attic presents an opportunity for future expansion. The current rents are below market value, offering room to increase income over time. For investors looking to maximize the property's potential, there may also be an opportunity to reconfigure the layout into four 2-bedroom units and one 1-bedroom unit, subject to municipal approval and any required permits. Properties offering this combination of size, flexibility, income potential, and future upside are hard to find. Schedule your private showing today!

54 Weston Ave, Madison

Listing courtesy of Real Broker.

$289,900
2 Beds 2 Baths
Welcome to 629 Russell Road in Madison. This beautifully crafted 2 bedroom, 2 bathroom home features an open-concept floor plan highlighted by an incredible wall of windows that fills the entire living space with natural light. The kitchen offers abundant cabinetry, generous prep space, and a breakfast bar overlooking the bright and spacious living room. The primary suite includes a private bath, while the second bedroom and full guest bath provide flexibility for visitors or a home office. A dedicated laundry and mudroom complete the thoughtfully designed layout. Situated in a peaceful country setting, this move-in ready home offers the perfect blend of comfort, efficiency, and convenience. Just minutes to Downtown Skowhegan.

629 Russell Rd, Madison

Listing courtesy of Summit Real Estate.

$399,000
2 Beds 2 Baths
Welcome to 411 White Schoolhouse Road. This ranch style home offers one level living with a thoughtfully designed layout. You'll first walk into the sun/mudroom which has plenty of space for jackets and boots and room to sit and relax. The large living area features a pellet stove, lots of natural light, a half bath and a door to the backyard. The well appointed kitchen area is open to the dining room that has space for the whole family. A walk-in pantry will give plenty of storage for all of your kitchen goods. Then you have two spacious bedrooms and a full bathroom. The two car attached garage with storage in the back and overhead as well as the barn/shed in the backyard will provide you ample storage. Outside the property features 2.75 acres of well landscaped land with established flower gardens, raspberries, blackberries, apple trees and room for your garden. The area offers great hunting as well. This inviting home offers the perfect escape from the pace of everyday life while remaining conveniently close to Madison, Skowhegan, and local amenities. Schedule your showing today!

411 White School House Rd, Madison

Listing courtesy of Whittemore's Real Estate.

$55,000
Discover the perfect location for your year-round getaway or future home in the desirable Lakewood community. This 0.50-acre parcel offers deeded access to beautiful Lake Wesserunsett, providing endless opportunities for recreation and relaxation throughout every season. During the summer months, enjoy nearby attractions including the Lakewood Theater, local dining, and the golf course. Spend your days boating, swimming, fishing, or simply taking in the scenic surroundings. When winter arrives, the area transforms into an outdoor enthusiast's paradise, offering ice fishing, snowmobiling, and other seasonal activities right at your doorstep Whether you're looking to build a vacation retreat or a permanent residence, this property offers an exceptional opportunity to enjoy the best of Maine living year-round.

Lot 41 Salmon, Madison

Listing courtesy of Whittemore's Real Estate.

$235,000
3 Beds 1 Baths
Move in ready, single level living ranch house with one half acre of land. Welcome to 189 Shusta Road in Madison Maine! This 1200 square foot house offers 3 bedrooms, 1 full bathroom, and an open layout kitchen with plenty of cabinet space and a pantry closet. Enjoy meals in the separate dining room and relax in the central living room. There's also a large mudroom with plenty of space for coats, shoes and other outdoor gear. The covered front porch offers shelter from the elements and a place to sit and sip your morning coffee. An open deck overlooking the large rear yard is a great space for outdoor cooking or entertaining. This home is perfect for anyone looking for low maintenance, comfortable living. Easy to heat and cool with a newer furnace and a heat pump that also provides air conditioning. The full concrete basement houses all of the home systems, a utility sink, washer and dryer connections and 2 storage rooms for additional organization or work area. It could easily be finished into additional living space. The basement also features full walkout access leading to a covered walkway and entrance to the 2 car garage. This house is located far enough outside of town to be peaceful but still only minutes away from gas, groceries and a few great take out spots. Skowhegan is just 15 minutes away with additional options for shopping and a hospital. Commute to Waterville in 30 minutes or Augusta in 45. Madison has many trails for hiking, biking, snowshoeing and access to the ATV friendly rail trail. Come see why this should be your new home!

189 Shusta Rd, Madison

Listing courtesy of The Maine Real Estate Experience.

$253,000
2 Beds 2 Baths
Steeped in History! Home of the renowned Lakewood Theater-often called ''Broadway in Maine''. Established in the late 1800s, this iconic summer theater has welcomed generations or performers and remains one of America's oldest summer theater traditions. This quaint fully furnished cottage has had extensive work completed in 2025 and offers two full bathrooms. The main bedroom lets in some beautiful natural light, and has its own private bathroom. Head up the stairs to the loft bedroom that you can use for overnight guests or extra storage. Take a quick walk to the theater or down to the community's private docks. You have easy access to Skowhegan and is right off Route 201 for any nature or outdoor type adventures that the Kennebec Valley has to offer! This is a seasonal property as the water to the camp is from May-October. The yearly HOA fee are used for lawn care, trash pickup, water, shorefront maintenance and 1-2 parking spaces on a shared gravel area.

6 Carp Rd, Madison

Listing courtesy of Maine Homes and Camps.

$299,000
5 Beds 3 Baths
Space, versatility, and historic charm come together at 16 Park Street. With over 3,200 square feet of beautifully renovated living space, this 5-bedroom, 3-bathroom home is a rare find. The highly functional layout features a first-floor primary bedroom with an attached bath, multiple sunlit living areas, and plenty of room to spread out. Exceptional features include a cozy main-level fireplace, gleaming flooring, and low-maintenance vinyl siding. The quarter-acre level lot is an outdoor oasis, boasting a fully fenced yard for pets or play and a large deck for entertaining. Parking and storage are a breeze with the detached 2-car garage and paved driveway. Enjoy the ease of public utilities and a prime location close to downtown amenities and river trails. Turn-key and ready for its next chapter!

16 Park St, Madison

Listing courtesy of LAER.

$209,900
1 Beds 1 Baths
VIRTUAL 360 TOUR AVAILABLE ONLINE! Welcome to Lakewood Estates, one of Maine's most cherished summertime lakeside communities, where classic seasonal living meets exceptional recreation and entertainment. This beautifully updated 1-bedroom, 1-bathroom cottage offers the perfect retreat for those seeking relaxation and adventure. Thoughtfully refreshed with modern touches, the home features fresh interior colors, newer plumbing, newer windows, and energy-efficient heat pumps for comfort throughout the season. Sunlight pours into the inviting living spaces, highlighting the cozy living room, charming galley-style kitchen, and spacious bedroom. While the cottage offers an efficient footprint, don't let its size fool you--the current owner has comfortably accommodated up to six people during memorable summer getaways, making it an ideal gathering place for family and friends. Enjoy your morning coffee on the glass-enclosed front porch, unwind after a day on the lake, or entertain family and friends on the rear deck and stone patio, perfect for summer barbecues and outdoor gatherings. Residents of Lakewood Estates enjoy unparalleled amenities, including Lakewood Golf Course, sandy beachfront access and boating on Lake Wesserunsett, tennis courts, an on-site restaurant, and a historic theater that has entertained generations. Owners also have access to a residents-only dock area, making it easy to enjoy all that lake life has to offer. For those seeking flexibility, this cottage may also be rented when not in personal use, providing an excellent opportunity for supplemental income (see Bylaws for more information). As an added benefit, future owners will receive a complimentary 12-Month American Home Shield® Home Warranty (Shield Essential Plan), offering added peace of mind. Don't miss this opportunity to become part of a historic community renowned for its easy living, recreation, and timeless charm--the way life should be during a classic Maine su

6 Pickerel Rd Unit 2, Madison

Listing courtesy of Real Broker.

$259,000
2 Beds 2 Baths
Beautiful, clean, and exceptionally well-maintained ranch situated on a double lot in a convenient neighborhood. This inviting home offers the ease of single-story living with an attached garage and thoughtful features throughout. Step inside to find a warm and welcoming living space highlighted by a beautiful propane fireplace--perfect for cozying up on chilly Maine evenings. The spacious layout provides comfortable everyday living, while a bonus room in the basement offers valuable additional space for a family room, home office, fitness area, or hobbies. Outside, you'll appreciate the pride of ownership evident throughout the property. The beautifully landscaped yard features mature trees, colorful flowers, established plantings, and a lush green lawn, creating an attractive setting to enjoy year-round. Winter is made easier with heated front steps--simply flip a switch and let the system do the work. If you're looking for a move-in-ready home that has been lovingly cared for, offers plenty of space, and combines comfort, convenience, and curb appeal, this one is a must-see!

9 Spring St, Madison

Listing courtesy of RE/MAX At Home.

$399,900
3 Beds 3 Baths
Welcome to 457 Lakewood Road, where timeless character meets modern craftsmanship. This beautifully remodeled 1820s farmhouse is stunning in every detail. The custom kitchen, handcrafted by the current owner, seamlessly blends modern convenience with old-world charm, while the thoughtfully designed pantry provides abundant storage for all your culinary essentials. Every room showcases its own unique charm and warmth. The first-floor primary suite is privately situated away from the main living areas, creating a peaceful retreat. A dedicated workshop offers the perfect space for a woodworker, artisan, or hobbyist. Set on approximately 2± acres, this versatile property offers both residential and commercial potential. Conveniently located between Madison and Skowhegan, you'll enjoy easy access to shopping, dining, and entertainment. Outdoor enthusiasts will appreciate direct access to a snowmobile trail bordering the rear of the property. Whether you're seeking a distinctive home, a business opportunity, or a combination of both, the possibilities here are endless. This exceptional property is truly a must-see. Schedule your private showing today.

457 Lakewood Rd, Madison

Listing courtesy of Keller Williams Realty.

$79,000
Escape to the outdoors with this surveyed 5-acre parcel offering 250 feet of frontage on a private, seasonal, gravel road. This well-prepared property features a quality driveway leading to a spacious cleared area, providing an excellent foundation for your future plans. A newly installed gate add privacy and security, while a large storage shed offers convenient space for equipment, tools, and recreational gear. A 14-foot hole has already been dug and is ready for well tiles to be installed, helping jump-start your development plans. Whether you're looking for a seasonal getaway, a place to park your RV, or the ideal location to build a recreational retreat, this property is ready for your vision. Outdoor enthusiasts will appreciate the property's location in a region known for excellent hunting, fishing, ATV riding, and snowmobiling opportunities. With direct access to established snowmobile trails, year-round recreation is right at your doorstep. Enjoy the peace and privacy of a wooded setting while having easy access to the many outdoor adventures the area has to offer. Call today for your private showing.

Patterson Bridge Rd, Madison

Listing courtesy of Whittemore's Real Estate.

$999,000
5 Beds 4 Baths
Welcome to 56 Stoutamyer Road, a breathtaking 190-acre estate where rich agricultural history meets modern versatility. Nestled in the heart of Madison, Maine, this extraordinary property boasts ultimate privacy, panoramic views, and 2,300 feet of frontage on Hayden Brook. Centrally located to everything outdoors, you can snowmobile, ATV, hunt, and fish right from your own property. Plus, you are just a short drive to the Belgrade Lakes region, premier skiing at Sugarloaf, and Bangor for the airport. Whether you dream of operating a full-time working farm, establishing a wedding venue, or securing a high-yield commercial investment, this property offers the canvas to make it happen. The estate features two completely independent living spaces, each with its own private well and septic. The historic 1918 homestead offers 1,651 square feet of character-filled living space with 2 bedrooms, 1 bathroom, and a strong rental history. Nearby sits a pristine 1,309-square-foot apartment built in 2023, featuring 3 bedrooms, 2 bathrooms, and a massive private deck designed to soak in the stunning landscape. The land itself is a beautiful blend of active agricultural fields--currently utilized by local farmers--and a rich mix of hard and soft woods that provide a thriving habitat for wildlife. Exceptional infrastructure, including an iconic silo and four substantial barns, offers endless possibilities for livestock, equipment storage, or a grand event conversion. Properties of this scale, water frontage, and dual-income capability are a rare find. Bring your vision to this historic Maine landscape and explore the limitless potential of 56 Stoutamyer Road.

56 Stoutamyer Rd, Madison

Listing courtesy of Engel & Volkers Casco Bay.

$65,000
4 Beds 2 Baths
BIG PRICE DROP — Calling all visionaries, renovators, and farmhouse lovers! This classic Madison farmhouse is packed with character and ready for its next chapter. Offering 4 bedrooms plus a flexible bonus room that could easily become a 5th bedroom, there's plenty of space to reimagine and make it your own. The attached barn adds even more versatility for storage, a workshop, or creative use. With its layout and size, there is potential to convert the home back into a multi-unit property (subject to town approvals), or enjoy it as a spacious single-family residence. Priced to reflect a known foundation repair issue, this property presents a rare opportunity to build equity through renovation. Ideal for cash buyers or renovation financing; may not qualify for all loan types. Location is a standout feature — just minutes from Lakewood Golf Course, Theatre, and fine dining, close to snowmobiling, the Kennebec River just down the road for fishing and boating, and walking, hiking, and snowshoeing trails nearby. Enjoy unlimited outdoor recreation throughout the greater area, with Skowhegan approximately 15 minutes away and Waterville about 30 minutes away for expanded shopping and dining options. Bring your vision, roll up your sleeves, and schedule your showing today — this one is priced to move.

9 Heald St, Madison

Listing courtesy of Keller Williams Realty.

$485,000
3 Beds 3 Baths
**Dreaming of More Space? This Is It!!** Welcome to 1012 Lakewood Road, where privacy, comfort, and the beauty of Maine come together on 10 spacious acres. This property offers plenty of room to enjoy the outdoors--whether you envision gardening, exploring the land, or simply relaxing and taking in the peaceful surroundings. Inside, the home features comfortable living spaces designed for everyday living and entertaining. The office space off the kitchen is perfect for remote work or a fourth bedroom. The massive primary suite is a true retreat, highlighted by an expansive en-suite bathroom complete with a relaxing jacuzzi tub, creating the perfect place to unwind after a long day. Pet lovers will appreciate the convenient dog wash station, making it easy to clean up after outdoor adventures on the property. The acreage provides endless possibilities for recreation, outdoor hobbies, or simply enjoying the privacy and space that's becoming harder to find. Beyond the home itself, the location places you close to some of Central Maine's best outdoor recreation. Spend time boating or fishing on nearby Lake Wesserunsett, explore the trails and scenic beauty of Lake George Regional Park, or enjoy year-round activities like hiking, snowmobiling, and ATV riding throughout the surrounding region. Located just 9 minutes from in-town Madison or 11 minutes from Skowhegan, this property offers the best of Maine living--space, comfort, and opportunity. If you've been searching for a home with land, privacy, and unique features in Central Maine, this property is a must-see!

1012 Lakewood Rd, Madison

Listing courtesy of Coldwell Banker Realty.

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.

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