Middleton
Middleton homes for sale, nearby amenities, rural acreage, close to highway access
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71 Main Street in Middleton: Annapolis County Commercial for sale (Annapolis Valley) : MLS®# 202606967
71 Main Street Middleton B0S 1P0 
$699,900Commercial- Status:
- Active
- MLS® Num:
- 202606967
- Major Bus.:
- Restaurant
- Floor Area:
- 3,800 sq. ft.
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 detailsListed by RE/MAX Banner Real Estate(Greenwood)- ANDREA JONES
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199 Main Street in Middleton: Annapolis County Multi-Family for sale (Annapolis Valley) : MLS®# 202421333
199 Main Street Middleton B0S 1P0
$499,900Multi-Family- Status:
- Active
- MLS® Num:
- 202421333
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 detailsListed by RE/MAX Advantage- ANDREA JONES
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366 Main Street in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202600409
366 Main Street Middleton B0S 1P0
$465,000Residential- Status:
- Active
- MLS® Num:
- 202600409
- Bedrooms:
- 5
- Bathrooms:
- 3
- Floor Area:
- 2,225 sq. ft.
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 detailsListed by Engel & Volkers- ANDREA JONES
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14 Oakland Drive in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202609587
14 Oakland Drive Middleton B0S 1P0
$440,000Residential- Status:
- Active
- MLS® Num:
- 202609587
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,800 sq. ft.
Located on one of the nicest streets in town, this well-maintained three-bedroom home offers a wonderful combination of comfort, functionality, and outdoor enjoyment. Set on a beautifully landscaped lot, the property features a stunning in-ground pool, fenced yard, and pool house, perfect for relaxing or entertaining. The main floor offers a recently renovated kitchen complete with newer appliances, a dinette, and a welcoming layout that includes a living room, dining room, family room, and convenient half bath. Upstairs, you’ll find three spacious bedrooms and a full bath, ideal for your family. The lower level offers laundry and additional space with potential to finish another room to suit your needs. Heating is efficient and versatile with electric baseboard, a heat pump, and an oil drip stove. An attached garage adds convenience, while numerous updates—including a newer pool liner and cover, hot water heater, seamless eavestroughs, 200-amp electrical panel, decks, and fencing provide peace of mind. Situated in a wonderful neighbourhood with a functional layout and impressive outdoor space, this home is sure to please. More detailsListed by RE/MAX Banner Real Estate(Bridgetown)- ANDREA JONES
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25 Gates Avenue in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202603433
25 Gates Avenue Middleton B0S 1P0
$419,000Residential- Status:
- Active
- MLS® Num:
- 202603433
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,596 sq. ft.
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 detailsListed by RE/MAX Banner Real Estate(Greenwood)- ANDREA JONES
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21 Spring Garden Road in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202607129
21 Spring Garden Road Middleton B0S 1P0
$400,000Residential- Status:
- Active
- MLS® Num:
- 202607129
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 2,044 sq. ft.
Charming, well-maintained bungalow on a quiet side street in the heart of Middleton, just steps from all downtown amenities and hitting the open market for the very first time after generations of loving care by the same family. The main floor impresses with bright, oversized rooms and a warm, inviting feel throughout. The large, south-facing living room is bathed in natural light and features a propane fireplace (2021), making it the perfect place to gather year-round. The XL primary bedroom offers a beautifully tiled ensuite bath with the added convenience of adjacent laundry. Hardwood and ceramic flooring flow throughout the home, complemented by recently updated vinyl casement windows in every room that keep things bright and energy efficient. The full-height basement is partially finished and offers excellent potential for additional living space, a rec room, or storage. The mechanicals are in great shape with a recent furnace (2018) and roof shingles (2014). Outside, the property is a true standout, with immaculate landscaping featuring terraced perennial beds, ornamental trees, and a large sun deck ideal for warm weather entertaining. The paved driveway leads to an impressive 34x32 double detached garage complete with a large separate workshop area, a rare find for hobbyists, contractors, or anyone needing serious storage and workspace. Garage roof shingles (2021). Municipal water and sewer. Appliances included. Full of character and available for quick occupancy. More detailsListed by RE/MAX Banner Real Estate(Greenwood)- ANDREA JONES
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3 Reagh Avenue in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202601166
3 Reagh Avenue Middleton B0S 1P0
$379,900Residential- Status:
- Active
- MLS® Num:
- 202601166
- Bedrooms:
- 3
- Bathrooms:
- 2
- Floor Area:
- 1,085 sq. ft.
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 detailsListed by RE/MAX Banner Real Estate(Greenwood)- ANDREA JONES
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15 George Street in Middleton: Annapolis County Multi-Family for sale (Annapolis Valley) : MLS®# 202608871
15 George Street Middleton B0S 1P0
$374,900Multi-Family- Status:
- Active
- MLS® Num:
- 202608871
Welcome to this versatile and centrally located 4-bedroom, 2-bathroom single-family home in the heart of Middleton, Nova Scotia. Perfectly suited for extended families or investment opportunities, this property features a fully functional lower-level in-law suite and can easily be utilized as an over/under duplex. Ideally situated within walking distance to schools, shopping, and the local hospital, with public transit nearby, this home offers both convenience and accessibility. The circular driveway provides ample parking and easy access for multiple vehicles. Inside, both units have seen numerous updates, including fully renovated kitchens and bathrooms—each with its own laundry facilities. The home features 22 new windows, newer roof shingles, some new flooring, and has been freshly painted throughout the majority of the space. Enjoy outdoor living with a brand new front veranda (25.3 x 8.6) and a spacious back patio (17 x 10), complete with wheelchair access to the lower-level entrance, enhancing accessibility and functionality. Each unit is equipped with separate power meters, while heating costs are covered by the homeowner. The lower level has been used as an in-law suite (no rental income previously collected), offering flexibility for future use. While the home would benefit from some finishing touches, it is move-in ready and presents a fantastic opportunity for families or investors alike. More detailsListed by Exit Realty Town & Country- ANDREA JONES
- EXIT REALTY TOWN & COUNTRY
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15 George Street in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202608868
15 George Street Middleton B0S 1P0
$374,900Residential- Status:
- Active
- MLS® Num:
- 202608868
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 2,344 sq. ft.
Welcome to this versatile and centrally located 4-bedroom, 2-bathroom single-family home in the heart of Middleton, Nova Scotia. Perfectly suited for extended families or investment opportunities, this property features a fully functional lower-level in-law suite and can easily be utilized as an over/under duplex. Ideally situated within walking distance to schools, shopping, and the local hospital, with public transit nearby, this home offers both convenience and accessibility. The circular driveway provides ample parking and easy access for multiple vehicles. Inside, both units have seen numerous updates, including fully renovated kitchens and bathrooms—each with its own laundry facilities. The home features 22 new windows, newer roof shingles, some new flooring, and has been freshly painted throughout the majority of the space. Enjoy outdoor living with a brand new front veranda (25.3 x 8.6) and a spacious back patio (17 x 10), complete with wheelchair access to the lower-level entrance, enhancing accessibility and functionality. Each unit is equipped with separate power meters, while heating costs are covered by the homeowner. The lower level has been used as an in-law suite (no rental income previously collected), offering flexibility for future use. While the home would benefit from some finishing touches, it is move-in ready and presents a fantastic opportunity for families or investors alike. More detailsListed by Exit Realty Town & Country- ANDREA JONES
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6982645
- Contact by Email
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480 Main Street in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202604716
480 Main Street Middleton B0S 1P0
$364,900Residential- Status:
- Active
- MLS® Num:
- 202604716
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 1,988 sq. ft.
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 detailsListed by Royal LePage Atlantic (Greenwood)- ANDREA JONES
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6982645
- Contact by Email
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1 Pinecrest Drive in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202609092
1 Pinecrest Drive Middleton B0S 1P0
$329,900Residential- Status:
- Active
- MLS® Num:
- 202609092
- Bedrooms:
- 3
- Bathrooms:
- 1
- Floor Area:
- 1,080 sq. ft.
Discover the Middleton Community in the Heart of the Annapolis Valley for any stage of life, within walking distance to the hospital, school, and the Middleton shopping area, and only 15 minutes from the amenities of Kingston and CFB Greenwood. The home is nicely set back from the street with a wooded forest back lot. The Rotary Park next door is great for walking and sporting events. The front deck gives you morning sun for most of the day and the rear deck gives you shade and evening sunsets. The home is in great condition with a bright eat-in kitchen opening to the spacious living room, 3 bedrooms and a 4 pc. bath. The basement is open with exterior walls insulated and drywalled ready for future development. The detached garage is wired, insulated and ready for your vehicle and workshop. Come see if this is the home for you! Now vacant for quick possession. More detailsListed by RE/MAX Banner Real Estate(Greenwood)- ANDREA JONES
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6982645
- Contact by Email
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30 Victoria Street in Middleton: Annapolis County Residential for sale (Annapolis Valley) : MLS®# 202606386
30 Victoria Street Middleton B0S 1P0
$325,000Residential- Status:
- Active
- MLS® Num:
- 202606386
- Bedrooms:
- 2
- Bathrooms:
- 2
- Floor Area:
- 1,009 sq. ft.
**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 detailsListed by Royal LePage Atlantic (Greenwood)- ANDREA JONES
- EXIT REALTY TOWN & COUNTRY
- 1 (902) 6982645
- Contact by Email
Data was last updated May 16, 2026 at 11:20 PM (UTC)
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