This recently renovated Triplex is a fabulous investment opportunity! The recent renovations include all new windows,siding and insulation behind it, some new flooring,hardwood refinished, all units painted, the electrical was inspected with new light switches and plugs installed, as well as new hot water baseboards. Every unit has been inspected. The property boasts one 1-bedroom unit, one 2-bedroom unit, and one 3-bedroom unit, with the potential for a fourth unit. Fixed term leases in place. Apt 1 $2300/month til June/26 includes utilities. Apt 2 at $1600/month, fixed term til May/26, includes heat, hot water, electricity.Apt 3 $1700/ month til May/26 includes utilities. Whether you are looking for an investment property or adding to your portfolio, this is a rare opportunity that won't last long!More details
St. John's United Church is on the market for the first time ever and offers an expansive 6500+/- square foot two level structure with huge potential for a variety of future uses. The building is currently zoned Institutional and buyers are advised to verify zoning suitability for any intended purpose with the Town. This unique property could lend itself well to a wide range of possibilities including conversion to housing units, commercial ventures like a restaurant or retail space, or continued institutional use as a church, performance venue or community hall. The main level features an enormous vaulted sanctuary with balcony seating while the lower level offers a large reception hall with two kitchens plus multiple bathrooms and additional rooms and office areas for flexible use. Municipal water and sewer services are in place. Property is being sold as is where is with no warranties or representations from the seller. Many chattels are negotiable and can be discussed as part of any offer. This is a rare opportunity to purchase a large and versatile structure with a long local history and endless future potential.More details
Exceptional opportunity to own a highly visible 3-unit commercial building in the heart of Middleton’s business district. This well-maintained property offers strong income potential with long-term tenants and room to expand. The ground floor features two established businesses, a popular pizza shop and a busy hair salon, both with many years of successful operation. The third main-level unit is currently owner-occupied as an office space, offering flexibility for continued use or rental income. Upstairs, the spacious upper level has been completely gutted and is ready for development, ideal for additional office suites or conversion into residential apartments. There is also two small offices upstairs and a half bath, with potential for many more spaces. A new carrying beam has already been installed, making the renovation process easier for the next owner. The building is efficiently heated and cooled with a ducted heat pump system. Ample deeded parking is available for tenants and customers, along with a convenient storage shed at the rear of the property. With excellent Main Street exposure, strong existing tenants, and untapped potential for additional income, this property presents a rare investment opportunity in a prime location.More details
Discover an exceptional opportunity to own a spacious condo townhouse in the heart of Middleton, perfectly tucked away on a quiet street. This well-appointed home features 3 bedrooms, 2.5 bathrooms, and the convenience of laundry on either the upper or lower level, offering both comfort and flexibility for your lifestyle. The lower level includes a generous family room with a walk-out to grade, ideal for entertaining or relaxing, along with a sizeable storage room for added practicality. Enjoy outdoor living on your private balcony, unwind by the cozy fireplace, and benefit from two efficient heat pumps that keep the home comfortable year-round. Meticulously maintained, this move-in-ready property is attractively priced, delivering exceptional value for today’s buyers. Residents also enjoy shared access to beautifully kept grounds with frontage on the scenic Annapolis River—a serene setting perfect for outdoor activities and peaceful relaxation. The affordable monthly condo fee of just $450 includes exterior maintenance, snow removal, grounds keeping, and municipal water, ensuring ease of ownership and a truly worry-free living experience.More details
Listed by ViewPoint Realty Services Inc.(Greenwood)
The charm and lifestyle you have been looking for waits at 366 Main Street in Middleton. 5 bedroom pls den 3 bath renovated period infused character home on municipal services has enjoyed numerous updates while maintaining the features and feel of the early 1900s. Welcoming 45 foot front verandah open concept living area benefiting from period trim high ceilings wood floors a new kitchen period fireplaces one of them for show the other fitted with propane for use both gorgeous. A new primary suite in the back a further bedroom or two if you include the den a full bath laundry combo and a yet to be tricked out mudroom define the main floor. Upstairs 3 charming bedrooms with functional fanciful windows are serviced by a full bath. Situated on almost a half acre in the center of town enjoy that walkable lifestyle you have been dreaming about with amenities from dining shopping groceries schools and more mere minutes or less away. Dont think hustle and bustle think charming and quaint. Solar to be paid out appliances just over 2 years old windows and entry doors are new basement spray foamed for efficiency and comfort. Close to the NSCC campus or under 15 minutes to Greenwood. You can live your best life in the beating heart of the Annapolis Valley.More details
Welcome home to 3 Reagh Avenue. This 3 bedroom 1.5 bath 2 Storey family home is situated on 3 acres within walking distance to all of Middleton’s many amenities. Located in a quiet subdivision and approved for a secondary dwelling with plenty of room to build an in-law suite. Offering a park like setting with so many possibilities, surrounded by mature trees, shrubs and perennials. An extensive upgrades list within the last 2 years including a completely refurbished kitchen including maple butcher block countertops, shiplap feature walls, farmhouse apron sink, cabinets and flooring, a 2 pc. Powder room on main level, birch hardwood flooring, light fixtures, basement stairs, all cast iron plumbing replaced and all PEX plumbing installed, refurbished 2nd level 4pc. Bath, fresh paint, drywall on main level, side porch stairs and steps off of back deck installed, chain link fencing. There’s room to develop in the basement, 100 amp breaker panel, all vinyl windows, and a 12x16 shed with workbench. So much privacy and room to roam for kids and pets, this property has to be seen to be appreciated. 15 min to 14 Wing Greenwood, 1.5 hr to Halifax and 1 hr to the South Shore.More details
Conveniently located within walking distance to the amenities of downtown Middleton, including restaurants, shopping centers, the hospital, and a sought-after school district, this well-laid-out 6-year-old bungalow offers comfort and efficiency in equal measure. Featuring 3 bedrooms and 2.5 baths, the home is energy efficient with in-floor heat & a centrally located heatpump, time-of-day electrical meter for cost savings, and thorough insulation throughout. Two of the three bedrooms, including the master with its own ensuite, boast custom built-in dressers and closets, reflecting the quality craftsmanship found throughout the property. The attached garage comes with built-in shelving and generous storage space, while the spacious backyard offers plenty of opportunity for further development. Paved driveway wraps around to the back. Move-in ready and perfectly situated, the home is less than 15 min to CFB Greenwood and 1.5h from Halifax. Whether you're a small family or a couple looking to downsize, this one-of-a-kind property in the heart of Middleton is not to be missed. Being sold as-is, where-is by executor. Available for immediate occupancy.More details
Welcome to your next investment opportunity in the heart of Middleton. Offering high exposure and high visibility, this well-located commercial property is perfectly positioned for your next business venture. Previously operated as a café/bistro, the space is well-suited for food service or a variety of other commercial possibilities. Adding even more value are 2 residential opportunities, one two bedroom unit above the main commercial space and another adjoining one bedroom unit— creating excellent potential for rental income or a live-work setup. There is an additional residential building, however the condition is unsafe and requires immediate repair. With ample on-site parking and strong street presence, this property offers convenience for both customers and tenants alike. Whether you're an investor looking to expand your portfolio or an entrepreneur ready to bring your vision to life, this property is packed with potential. Being sold as is, where is, with no warranties or guarantees. Don’t miss your chance to secure a versatile, income-generating property in a prime Middleton location.More details
Tucked away at the end of a quiet street and surrounded by mature trees, this charming 1-bedroom, 1-bathroom bungalow offers privacy and convenience in the heart of Middleton. Completely renovated 3 years ago, the home blends modern updates with comfortable, low-maintenance living—making it perfect for first-time buyers, downsizers, or investors. A ductless heat pump provides efficient heating and cooling year-round. Enjoy your morning coffee or unwind in the evening on the beautiful front deck, the perfect place to relax and take in the peaceful, tree-lined surroundings. The property also features two storage sheds, offering excellent storage space for tools, outdoor equipment, or seasonal items. Conveniently located within walking distance to grocery stores, pharmacies, restaurants, and other everyday amenities, this home combines quiet living with excellent accessibility. An added bonus is that building permits have already been issued for a potential expansion, giving buyers a fantastic opportunity to grow the home in the future if desired.More details
From the lush established gardens, to the storybook exterior. This gem of a property in Middleton will make you do a double take! Known as the “Heart of the Valley”, this quaint town offers a variety of shops and services, and a new medical clinic and Soldiers Memorial Hospital are within a 2-minute walk. Plenty of paved parking space and a true double car garage are both a nice touch. Thoughtfully designed perennial gardens adorn the front and back yards, creating a whimsical environment full of blooms and fragrances for you to enjoy! Not to worry, the interior is just as inviting! Flooded with natural light from the many windows and skylights, this home is move in ready with fresh paint throughout the main floor and is also available for immediate occupancy. The large custom kitchen offers an abundance of solid oak cabinetry and a cozy dining nook overlooking the park like backyard. Arched entry’s, hardwood floors, and a couple of vintage touches gives this home personality and character. The large sunny living room opens onto the formal dining room, and two bedrooms on the second level are each a good size and have lots of storage space. A main floor bedroom and den with easy access to the full bath is followed by a finished basement. Complete with a family room, fourth bedroom, second full bath, laundry, and workshop area with walk up to the backyard. Always well maintained with plenty of updates both inside and out, and a newer quality ductless heat pump with remaining transferable warranty will keep your utility bills in line. This attractive property is full of pleasant surprises, and deserves consideration on your home hunting search!More details
**NEW ROOF being installed on both house and garage in May 2026. This well-built bungalow is ready to welcome its next owners! Tucked away on a quiet side street in the heart of the thriving Annapolis Valley, this home offers a walkable lifestyle—just steps from schools, shopping, restaurants, and community parks. Set on a rare 0.64-acre in-town lot, there’s plenty of room for gardening, outdoor entertaining, or letting kids and pets play freely. Inside, the main floor features a bright, spacious living room with original hardwood floors, along with a formal dining room complete with patio doors and a built-in storage cabinet. The sun-filled eat-in kitchen comes equipped with appliances, and two comfortable bedrooms share a full 4-piece family bath. Buyers will appreciate the convenience of the attached 1.5-car garage with automatic opener—no more clearing snow off your vehicle in the winter months. The lower level offers excellent potential for future development or ample storage, and includes a convenient half bath. Outside, enjoy the paved driveway, charming wood-sided exterior, additional storage space, and a private deck overlooking the backyard. Available for immediate possession—contact your preferred agent today for more information!More details
Can you envision yourself as a successful business owner? It’s time to make that dream a reality with this established and profitable restaurant situated in the heart of the growing Annapolis Valley! Constructed in 2012, quality craftsmanship and a unique design make for great venue for casual dining and small events, this is a popular destination for company Christmas parties, travellers and loyal locals looking for a tasty home cooked meal. Plenty of parking space and room for expansion, the zoning and eight-acre lot permits for a multitude of uses and direct access to the “rail to trail” system brings in yet another client demographic. Guests have a choice of patio dining or interior booths & tables and can enjoy a beverage being fully licensed complete with bar area. The impressive vaulted ceiling and abundance of windows pairs well with the easy-care tile flooring and cozy in floor heating. Fully equipped commercial kitchen with multiple prep and storage areas and a long list inventory and up to date equipment means you can get started and whip up your latest creation in no time! Wheelchair accessible, two large public washrooms + staff washroom, air conditioning via heat pumps and municipal water & sewer. This exclusive opportunity could be just what you’re looking for!More details