Waldoboro, ME Homes for Sale under $500,000

Bring your vision and restore this spacious 6-bedroom, 1-bath home to its full potential. Solidly built and rich with possibility, this property offers the kind of character and scale that's increasingly hard to find. There is plenty of space to reimagine the layout, expand the existing bath or create the coastal home you've always dreamed of. This is a rare opportunity to own a home in the heart

Pamela Barker RE/MAX JARET & COHN

Charming Ranch on three beautiful acres. Well groomed grounds and meticulously maintained home situated on a corner lot with frontage on two sides. This location is a quiet dead end road prefect for walking, biking and enjoying peaceful country living with minimal traffic. Home features three bedrooms, two full bathrooms, living room, dining room and full unfinished basement with a Sauna. There

Anne Peaslee Newcastle Realty

Welcome to 56 Gross Neck Road in Waldoboro, where comfort, privacy, and rural Maine charm come together on 2.92 beautiful acres. This well-maintained three-bedroom ranch offers easy one-floor living with 1.5 baths and a thoughtfully designed layout perfect for year-round living or a peaceful retreat. Step inside to find an inviting living space, a warm kitchen with maple cabinetry, and

William Wentworth Realty of Maine

Be a part of Waldoboro's exciting growth while enjoying the peace and privacy of your own waterfront retreat. Nestled just outside the revitalized downtown, this exceptional 6 acre parcel is privately tucked away at the end of a deeded ROW, offering the perfect balance of convenience and seclusion. The property features approximately 270 feet of owned tidal frontage on the Medomak River, rolling

Moira Rose Richards Drum & Drum Real Estate Inc.

Easy one floor living in this immaculate 2 bed/1 bath manufactured home in the country! Huge 44x16 garage/work shop will hold up to 4 passenger vehicles and a paved drive keeps everything tidy. Mature landscaping and conveniently located near all Waldoboro amenities. Short drive to Rockland/Camden/Damariscotta.

Aubrie Walters Pooley Realty Group

Welcome to this thoughtfully renovated two bedroom ranch, offering comfortable, low-maintenance living in the heart of Midcoast Maine. Recent improvements include a reconfigured kitchen that creates an inviting open flow into the living area, custom cabinetry, updated Lifeproof flooring, and a freshly renovated bathroom. Efficient to heat and move-in ready, this home is designed for easy everyday

Scott Lash Lash Realty Group

Possibilities abound at 949 Depot Street in Waldoboro. This charming, cape-style home with classic shake siding is set on an expansive 10.7-acre parcel, offering both privacy and potential. The property includes four detached garage bays—ideal for vehicles, storage, or hobby space—making it a rare find for those seeking flexibility and room to grow. Inside, the home invites your vision and a bit

Alicia Long Maine Way Realty

Rolling 80+/- acres in Waldoboro featuring 1,093+/- feet of frontage on scenic Medomak Pond. A mix of blueberry fields and wooded acreage offers natural beauty, privacy,and opportunity. Ideal for a private retreat, recreation, or future development—this expansive property captures the essence of Midcoast Maine living.

Elaine Meklin Cates Real Estate

Welcome to your own little piece of heaven.This private, tucked-away property is move-in ready. Enjoy beautifully maintained outdoor flower gardens with plenty of space to expand. The landscape features established perennial flowers, along with berries and fruit trees including apples, pears, and peaches. It's a wonderfully peaceful setting. The first floor offers a spacious, bright living

Anamaria Nebunu RE/MAX JARET & COHN

Welcome to your own private retreat! This spacious open-concept contemporary home combines modern comfort with peaceful country living. The beautifully updated kitchen features granite countertops and flows effortlessly into the main living space, where soaring ceilings and abundant natural light create a warm and inviting atmosphere. Escape to the private primary suite with direct access to the

Ansley Moore Better Homes & Gardens Real Estate/The Masiello Group

Unique 1880s character-rich 14 room home with vintage craftmanship and design, located in the historic district of Waldoboro. This classic home provides the perfect opportunity to enjoy all the vintage elements, including a walk-in pantry, while exploring your creativity with thoughtful updates. This house offers exceptional space for entertaining or living the historic lifestyle all whilst

Lucinda Tilas Pooley Realty Group

Embrace the potential of this charming and private 3 bedroom, 3 bath house set in Waterboro! Explore nearby attractions like Little Lake Ossipee and local hiking trails, making it a great retreat for nature enthusiasts. Sip coffee on the the front porch or play fetch in the large, sunny front yard. This home features a spacious primary bedroom suite on the first floor allowing first floor living

Elizabeth Garner On Point Realty

CURRENTLY BEING BUILT!! - Do not miss this opportunity to own a brand new stick built, energy efficient, 28 x 38, 3 bdrm home on 3 acres. This open floorplan will feature in floor radiant heat, propane boiler, on demand hot water, energy efficient windows and will meet all Mubec energy codes. Plenty of room for future expansion if needed or wanted but in the meantime get back to the basics with

Bobbi Young Better Homes & Gardens Real Estate/The Masiello Group

Bring your vision and restore this spacious 6-bedroom, 1-bath home to its full potential. Solidly built and rich with possibility, this property offers the kind of character and scale that's increasingly hard to find. There is plenty of space to reimagine the layout, expand the existing bath or create the coastal home you've always dreamed of. This is a rare opportunity to own a home in the heart

Pamela Barker RE/MAX JARET & COHN

Charming antique cape, 3 BR/1BA, in Waldoboro, set on 5.5 scenic acres, new septic installation 6/6/2026 with established perennial gardens. Features include an attached 2-car garage and a large barn with workshop-ideal for hobbies, storage, or small business use. Peaceful rural setting with convenient access to local amenities and just minutes from Moody's Diner. A great opportunity for those

Dianna Patterson Realty of Maine

This 2 story, 4 bedroom/2 bath farmhouse offers approximately 2,500 sq ft of living space on just under 2 acres. The kitchen features wood stove chimney, white appliances, laminate countertops, a kitchen island, wood cabinetry, open shelving, and an adjacent dining area. Spacious living areas showcase original farmhouse character with hardwood flooring and a fireplace. Upstairs attic-style

Daniel Demers Sell Your Home Services

Welcome to 180 Bremen Road in Waldoboro, Maine, a spacious and versatile Cape Cod-style home offering comfort, convenience, and room to grow. This generously sized residence features 4 bedrooms and 2 full bathrooms, making it ideal for those seeking flexible living space.The home includes a 2-car attached garage and an impressive large unfinished area above the garage, providing endless

Matthew Mocciola The Maine Real Estate Experience

On nearly 2 acres and surrounded by the quiet woods of Waldoboro, this beautiful 3 bedroom home offers you private countryside living only a few minutes from in-town Waldoboro. Inside the 1990's cape, you'll fall in love with the exposed beams and brick that add just the amount of character that makes a house feel like a home. Take in the sunshine on the large back deck, and end the day building

Tabbitha Johnston RE/MAX JARET & COHN

Move-in ready and refreshed throughout, this 3-bedroom, 2-bath double-wide offers comfortable living in a peaceful setting. Recent improvements include new skirting, fresh interior paint, new carpeting, and the home's major systems are in proper working order. The functional layout provides ample living space, while outside you'll find raised flower beds, a deck just off the kitchen, perfect for

Scott Lash Lash Realty Group

Tucked at the end of a private dirt road, this 2022-built, nearly complete property offers privacy and upscale self-sufficiency. Dual-zoned (residential and commercial), it's ideal as a serene forever home, remote live/work compound, high-end workshop, or heavy-equipment storage solution. The upper-level residence boasts 1,440 sq ft with 2 generous bedrooms and 2 full bathrooms, featuring an open

Tabbitha Johnston RE/MAX JARET & COHN

Welcome to this charming 3-bedroom, 2-bath Cape nestled on 1.29 acres in Waldoboro, providing the perfect blend of country living and convenience. Located just minutes from Route 1, this property provides an easy commute to Augusta, Damariscotta, Rockland, and all that Midcoast Maine has to display. The home features comfortable living spaces and an attached 2-car garage with a large unfinished

Tracie Pooley Pooley Realty Group

Nestled on a landscaped lot in Waldoboro, 401 Miller Road is a meticulously reimagined homestead where modern efficiency meets custom craftsmanship. Extensively updated to provide true first-floor living, this property features a backyard perfectly prepared for Maine lifestyle dreams. The heart of the home is an open, airy living room with a new smart fan, oversized windows, and a cozy propane

Kaitlyn Miller Blue Lobster Real Estate