Waldoboro, ME Homes for Sale under $500,000

Enjoy privacy and the best of the Maine lifestyle at this 3-bedroom, 2-bath mobile home set on 4.81 acres at the end of a quiet dead-end road in Waldoboro. Built in 1995 and offering approximately 1,064 square feet, this property provides a peaceful setting with plenty of room to spread out. The property boasts an impressive 30' x 30' garage, ideal for vehicles, recreational toys, a workshop, or

Tracie Pooley Pooley Realty Group

Move-in ready in Waldoboro! This split-level home is set on 2.9+/- wooded acres with trails and an open front yard. The main level features an open eat-in kitchen and living room, creating a welcoming gathering space with plenty of natural light. Three bedrooms and a full bathroom provide comfortable living space, while the large basement offers excellent room for storage, hobbies, a workshop, or

Elaine Meklin Cates Real Estate

Back on the market to no fault of the property or owner. 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. New shingles on garage and breezeway.

William Wentworth Realty of Maine

Price improvement! Step into the charm of this iconic village brick Colonial, a well-maintained historic home featuring a newer metal roof and over a dozen spacious rooms, including five bedrooms and three bathrooms. Flexible living space offers the potential for an in-law apartment or ADU. The kitchen is full of character with a classic black iron wood-burning cookstove, while the dining room

Natasha Westbrook Zontini Cates Real Estate

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 7 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,

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

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

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

Lucinda Tilas Pooley Realty Group

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

Escape to your own private retreat at the end of a quiet dead-end road in Waldoboro! This well-maintained 3-bedroom, 2-bath ranch offers the perfect blend of comfort, privacy, and outdoor enjoyment.Set on 8.59 acres, the property provides plenty of space to explore, garden, relax, or simply enjoy the peace and quiet. Inside, you'll find a comfortable layout with three bedrooms and two

Tracie Pooley Pooley Realty Group

Welcome to 180 Bremen Road in Waldoboro! This spacious Cape-style home offers a great combination of comfort, character, and convenience in a desirable Midcoast Maine location. Featuring 4 bedrooms and 2 full bathrooms, there is plenty of room for family, guests, a home office, or whatever your lifestyle requires. The home features a welcoming layout with generous living spaces and a two-car

Matthew Mocciola The Maine Real Estate Experience

Discover the perfect blend of comfort, space, and privacy at this mid-coast home just minutes from downtown and the ocean. Set on 9 serene and private acres, this 3-bedroom, 2-bathroom home offers convenient one-floor living with the bonus of a large, finished walkout basement—ideal for a game room, home gym, or additional entertaining space. Set up with a hobby homebrewing room and ready for all

Jeffrey Mateja Keller Williams Realty

Discover the possibilities with this expansive 118 acre parcel in Waldoboro. Whether you are looking to build a private estate, create a family compound, invest in future development, or enjoy recreational use, this property offers exceptional potential. The land has previously received approval for a 10 lot subdivision, providing added flexibility for buyers exploring development opportunities.

Richard Fraser Coldwell Banker Realty

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

Classic Maine charm meets opportunity at 58 School Street, ideally located within walking distance of downtown Waldoboro's shops, local businesses, restaurants, and the heart of the village. Enjoy the convenience of being close to town while still having the space and flexibility to make this property your own. The first floor offers comfortable, functional living right from the start, including

Callie MacKay Keller Williams Realty

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

Tracie Pooley Pooley Realty Group

Classic Maine charm meets a beautiful country setting at 944 Dutch Neck Road. This inviting Cape is filled with character, from warm pumpkin pine floors and a lovely fireplace to built-in bookcases and a bright primary bedroom. Thoughtful renovations over the years complement the home's original appeal while preserving the features that make an older Maine home so special.A breezeway

Aubrie Walters 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

Kaitlyn Miller Blue Lobster Real Estate

In town gardener's paradise. This 5 bedroom, 2.5 bath home sits on 0.81 of an acre, and offers a blend of convenience, character, and outdoor space. The interior features a formal dining room, spacious living room, and wood floors throughout much of the house. The home is heated through antique steam radiators. offering some old world charm to those chilly winter days.The grounds include

Ryan McNelly StartPoint Realty