Woodstock ON Historical Real Estate, Homes for Sale

Excellent Starter Home in a Convenient Location! Well-maintained 1½-storey home offering comfortable living and thoughtful updates over the years. Ideally located close to parks, schools, shopping and just minutes to Highway 401, making it a great choice for first-time buyers, young families or those looking for a home with added workspace. The bright kitchen offers plenty of cupboard and counter space, while the inviting living room and separate dining room feature plenty of natural light and sliding doors leading to a spacious 16' x 16' deck — perfect for entertaining family and friends. The home offers 3 bedrooms, a 4-piece bathroom on the main floor, plus a partially finished basement with an egress window in rec room and 2-piece bathroom, providing additional living space and flexibility. Notable updates include central air conditioning (2026), roof shingles (2018) and water softener (2022). The detached double-car garage (2023), measuring 18' x 28', is a fantastic bonus, featuring concrete flooring, an 8'-wide x 9'-high garage door, hydro, a separate electrical panel and a woodstove — ideal for a workshop, hobby space, man cave or extra storage. The fully fenced yard features gates on both sides of the home, adding convenience and functionality. A great opportunity to own a well-cared-for home with a versatile garage and convenient location! (id:5764)

368 HURON Street, Woodstock

Listing courtesy of Re/Max Real Estate Centre Inc..

$689,000

6 Beds ⋅ 4 Baths ⋅ 40872071 MLS® #

Clean, Legal & Fully Tenanted Turnkey Triplex! **Attention Investors** don’t miss out on this fantastic opportunity to diversify your investment portfolio with this meticulously maintained triplex perfectly situated in the heart of Woodstock. Spacious main unit featuring 4 BED 2 BATH has been RECENTLY UPDATED, (tenant pays $2500/mo). TWO 1 BED 1 BATH units also fully tenanted. Each unit boasts well-lit, functional layouts. The perfect opportunity to purchase a property you can live in while also generating rental income! Featuring a private driveway with ample parking and an oversized backyard, maximizing the potential of its zoning (R2-20). Located mere minutes from shopping centres, parks, the casino, hospital, schools, and offering easy access to Hwy 401, this property is primed for convenience! Schedule your private viewing today! (id:5764)

34 YOUNG Street, Woodstock

Listing courtesy of Re/Max Twin City Realty Inc..

$540,000

4 Beds ⋅ 2 Baths ⋅ 40871062 MLS® #

TWO PROPERTIES. ONE UNIQUE OPPORTUNITY IN THE HEART OF WOODSTOCK. Welcome to 252 & 256 Dundas St, a distinctive offering that combines a beautifully maintained family home with an adjoining parcel of land, all in a convenient Woodstock location. Full of warmth and character, this 4 bedroom residence has been lovingly cared for and offers the comfort and practicality of a home designed for everyday living. Featuring a main-floor bedroom, convenient main-floor laundry, a steel roof, and an abundance of parking, this property offers space, functionality, and exceptional versatility. Adding to its appeal is the adjoining parcel at 252 Dundas St, providing additional land and creating a combined property with approximately 60 feet of frontage and 132 feet of depth. Whether you're a family looking for a little more breathing room or a buyer who appreciates the value of additional land in an established urban location, this is an offering worth exploring, with downtown Woodstock, shopping, schools, restaurants, and everyday amenities all within easy reach. Dundas Street has also recently undergone significant municipal infrastructure improvements, including new water and sewer infrastructure, freshly paved asphalt roadway, and new sidewalks, meaningful upgrades to the surrounding streetscape. What makes this offering especially unique is the opportunity to purchase two adjoining properties together, creating a generous footprint in an established Woodstock location. A rare combination of comfortable living, ample outdoor space, and a convenient location close to everything the city has to offer. 256 Dundas St is offered at $540,000, (MLS #40871062) and the adjoining parcel at 252 Dundas St is offered at $60,000 (MLS #40871558). The properties are being sold together for a combined purchase price of $600,000. (id:5764)

256 DUNDAS Street, Woodstock

Listing courtesy of Real Broker Ontario Ltd.

$599,000

3 Beds ⋅ 3 Baths ⋅ 40870635 MLS® #

Welcome to 657 Frances St, a beautifully updated home with the space, features and backyard you've been looking for! With over 1,700 sq ft of above grade living space, 3 bedrooms, 3 bathrooms, main floor laundry and plenty of outdoor space, this home is ready for you to move in and enjoy. The updates start outside with a newly fenced 63 x 134 ft lot, a new concrete driveway with parking for four vehicles, newly sided garage and new windows. Step inside to fresh flooring throughout, soaring ceilings and updated lighting that give the home a bright, modern feel. The showstopper is the brand new 18 ft kitchen, complete with gorgeous quartz countertops, loads of cabinetry, an island with breakfast bar, roll out garbage bins, double stacked drawers and new appliances. Whether you're cooking for the family or having friends over, this kitchen delivers! A new door leads to the patio with a gas BBQ hookup, making outdoor entertaining a breeze. The main floor also features a convenient two piece bathroom combined with laundry, a walk-in pantry or storage room, and a handy closet at the back entrance with access to the yard, patio and garage. Upstairs, the beautiful new wood and wrought iron railing and chandelier are definitely eye catching. The primary bedroom features pot lights, a ceiling fan and a pocket door leading to the walk in closet and private three piece ensuite with an impressive walk in shower. Two additional bedrooms and a fully renovated four piece bathroom complete the upper level. Outside, there's room for kids to play, summer get togethers, a winter skating rink or even a pool. There's also wiring roughed in for a future hot tub! With schools and parks nearby and shopping, restaurants and everyday amenities just a short drive away, this home checks all the boxes. The updates are done, the space is here and all that's left to do is move in! Come see it for yourself. (id:5764)

657 FRANCES Street, Woodstock

Listing courtesy of Re/Max Real Estate Centre Inc..

$525,000

3 Beds ⋅ 2 Baths ⋅ 40869132 MLS® #

Some homes feel bigger the moment you step inside, and this lovingly cared for brick bungalow is one of them. Cherished by the same family for many years, it has been the backdrop for everyday life, family dinners, celebrations, quiet mornings, and all the little moments that make a house feel like home. Set on a mature, tree lined street in one of Woodstock's established neighbourhoods, this location offers comfort and convenience, with nearby parks, schools, shopping, restaurants, recreation, and easy access for commuters. Inside, the home offers a bright and welcoming layout that uses its space beautifully. The living room feels warm and inviting with hardwood floors and a large front window that fills the room with natural light. The updated kitchen brings a fresh, timeless feel with white cabinetry, subway tile backsplash, stainless steel appliances, generous counter space, and an adjoining dining area that is perfect for family meals or coffee with a friend. Three comfortable main floor bedrooms and an updated four piece bathroom make everyday living simple and practical. The finished lower level is what makes this home feel even more spacious, offering a large rec room for movie nights, games, a home office, children's play space, fitness area, or hobbies, along with a second bathroom, laundry, utility space, and excellent storage. Outside, the fully fenced backyard gives you room to garden, entertain, let children or pets play, or simply enjoy a quiet evening under the trees. The detached garage adds valuable space for parking, storage, tools, or weekend projects, while two separate driveways provide exceptional parking for multiple vehicles, guests, a trailer, or recreational toys. This is a home with solid bones, thoughtful updates, and a feeling that is hard to fake. Whether you are buying your first home, right sizing, or searching for a property in a neighbourhood people love to stay in, this one offers warmth, function, and more space than you expect. (id:5764)

209 BUTLER Street, Woodstock

Listing courtesy of Century 21 Heritage House Ltd..

$549,900

7 Beds ⋅ 5 Baths ⋅ NB149236 MLS® #

Imagine owning a stately historic home set on a full acre in the heart of town, where timeless character meets an exceptional location. Built approximately 150 years ago, this remarkable property has been lovingly cared for and meticulously maintained over the decades, preserving the charm and craftsmanship. Offering 7 bedrooms and 5 bathrooms, this spacious home provides plenty of room for family, friends, and guests. The large kitchen and multiple living rooms create inviting spaces for gathering, entertaining, and hosting. A beautiful wood-burning fireplace adds warmth, character, and a cozy atmosphere on cool evenings. Step outside onto the porch and take in breathtaking views of the St. John River. Spend your mornings enjoying your coffee while watching wildlife along the river, or unwind in the evening as boats pass by. The setting is truly special. The full-acre property is exceptionally well landscaped, featuring abundant mature trees, established greenery, and beautifully maintained grounds that provide both privacy and natural beauty. For added convenience and versatility, the property includes two large garages, offering substantial space for vehicles, storage, recreational equipment, workshops, or hobbies. With its combination of historic charm, generous living space, river views, expansive grounds, and central location, this property offers incredible potential. It would make an exceptional family home, a unique multi-generational residence, or an ideal Airbnb/short-term rental opportunity for those looking to create a memorable destination for guests. A rare opportunity to own a piece of history with room to gather, entertain, relax, and enjoy everything the St. John River has to offer. (id:5764)

113 Regent Street, Woodstock

Listing courtesy of Century 21 All Seasons Realty.

$1,150,000

7 Beds ⋅ 4 Baths ⋅ 40863230 MLS® #

Add a multi-unit property to your portfolio with this well-located 4-plex at 377 Main. Offering four residential units, three of which are currently tenanted, this property provides immediate rental income with the opportunity to lease the remaining vacant unit. The property offers flexibility for both established and first-time investors looking to expand their holdings and maximize the income potential of a multi-residential property. Conveniently located close to shopping, public transit, schools, churches, parks and everyday amenities, the location adds to its long-term rental appeal. With existing tenants in place and an additional unit ready for occupancy, 377 Main presents an opportunity to invest in an income-producing property with further rental potential. Cap Rate is 6.8%. (id:5764)

377 MAIN Street, Woodstock

Listing courtesy of Hewitt Jancsar Realty Ltd..

$495,000

5 Beds ⋅ 2 Baths ⋅ NB147754 MLS® #

*** For more information, please click Brochure button. *** Perfect location for your family and business. ""The Old Homestead"" is an up-dated, solidly-built Century Farmhouse with 4 newer attached buildings, on almost 2 park-like acres near Woodstock, N.B. Visible from the Trans-Canada Hwy near exit and major highway junctions for maximum business exposure. Comfy 4 BR + den, 2 full bath home, plus retail shop /office /several large work or play rooms / utility rooms / garage/barn with loft, (over 5100 sq. ft. total) all connected together. Near shopping, hospital, schools, etc. This is an excellent location for your tourist and/or local business. Some work rooms have floor drains, perfect for dog groomers, indoor gardening or similar. Plenty of parking for your customers in front, yet large private yard for your family, with mature trees, lawns, room to run and play, garden, or keep pets and livestock. Alternatively the house and buildings could serve as 10 or more offices/workspaces with common areas. The home has spacious rooms, 2 walk-in closets, upstairs laundry, interior fire escape, lots of stained glass, and an L-shaped verandah. New 220 electrical entrance, top-of-the line ducted heat pump, good insulation, and metal roofing. Rich soil, organically gardened 35 years. Gorgeous unobstructed sunrise/sunsets and valley view. Over-all this Residential/Commercial property is an outstanding place to live and work. (id:5764)

359 Route 560, Woodstock

Listing courtesy of .

$474,999

3 Beds ⋅ 2 Baths ⋅ 40860522 MLS® #

Calling all first-time buyers, downsizers, and business owners! This home is zoned C3, giving you the opportunity to run your business right from home — but that’s only the beginning. This century-old home is full of original character while being updated where it counts. It’s truly move-in ready. Inside you’ll find 3 bedrooms, a full bathroom + a newly renovated primary ensuite, and a bright, open living space with an updated kitchen that still feels warm and cozy. Many of the big-ticket updates have been taken care of over the last handful of years, including the furnace, A/C and windows. Outside might surprise you even more. There’s parking for up to 8 vehicles, a detached garage perfect for storage or a workshop, a fully fenced private backyard, and a back deck made for summer evenings. Summers out back. Winters cozy inside. Room to grow, downsize, work from home, or simply settle in. This is a home that can fit every season of your life. (id:5764)

600 PEEL Street, Woodstock

Listing courtesy of Re/Max Escarpment Realty Inc..

$419,900

4 Beds ⋅ 2 Baths ⋅ NB147305 MLS® #

Welcome to this well-maintained and thoughtfully designed home, offering plenty of space for the whole family. The main level features 3 bedrooms and 2 full baths, convenient main level laundry and a large mudroom. The beautiful & bright kitchen is sure to impress, featuring granite countertops and a walk-in pantry. The basement is partially finished with a 4th bedroom, complete with egress window. Heating is efficient & versatile with a new ducted heat pump system, as well as electric baseboard and a ductless heat pump. Outside you'll appreciate the oversized double garage with epoxy flooring, a tripled paved driveway and fenced backyard. Conveniently located close to all amenities, this home offers comfort and functionality at a great price. Move in ready! (id:5764)

164 Houlton St, Woodstock

Listing courtesy of Keller Williams Capital Realty - Woodstock Branch.

$635,000

4 Beds ⋅ 2 Baths ⋅ 40860565 MLS® #

Some homes simply provide rooms; this one creates places where family life can unfold. Built in 1905, 763 Boyle Drive blends century-home warmth with thoughtful updates for today. At its heart is a massive farmhouse kitchen made for holiday baking, weeknight meals and conversations that carry on long after dinner. Abundant cabinetry, built-in wine storage and a walk-in pantry with barn door make it as practical as it is welcoming. A hallway leads to the spacious living and dining room, where two distinct areas share one inviting space. The built-in wall unit and electric fireplace anchor the living side, while the dining side awaits family dinners and celebrations. Solid wood doors and trim, crystal doorknobs and coffered ceilings carry the home’s character throughout. The spacious primary bedroom with walk-in closet enjoys a level of its own, offering parents privacy without feeling removed from family life. Just four steps above are three additional bedrooms and a renovated four-piece bathroom—close enough for reassurance, yet far enough away to give everyone breathing room. A second renovated bathroom is on the main floor, along with a mudroom with built-in bench and shelving. The lower-level family room, warmed by a gas fireplace, offers another inviting place to gather. Continue downstairs to the recreation room and authentic home pub, ready for game nights and favourite stories. Outdoors, morning coffee belongs on the covered porch. The fully fenced yard, mature trees and gardens offer privacy for children, pets and summer barbecues. The separate bunkhouse may become the most memorable space of all—perfect for sleepovers, movie nights, hobbies or a peaceful retreat. A 2018 steel roof with transferable 50-year warranty, 2018 Trane furnace and 2021 central air offer peace of mind. With parking for three and easy access to shopping and Highways 401 and 403, this is a home with heart—ready for its next family and its next chapter. (id:5764)

763 BOYLE Drive, Woodstock

Listing courtesy of MAKEY REAL ESTATE INC..

$239,900

3 Beds ⋅ 2 Baths ⋅ NB146931 MLS® #

130 Kirkpatrick St, Woodstock has so much to offer! Whether youre looking for your first home, something close to schools, or are ready to downsize, this home could be for you! The main floor features an updated kitchen, dining area, and bright living room. Down the hall are two bedrooms, a full bath with a shower and jet tub, and a separate laundry room. The lower level includes a large rec room, a third bedroom with egress window, an office, plus storage and utility rooms. The home had a new metal roof installed in 2025, ensuring peace of mind for years to come. The corner lot makes for plenty of yard space, and youll be in close proximity to schools, the Ayr Motor Centre, Connell Park, and so much more! Dont miss your chance to see this well-cared-for home. (id:5764)

130 Kirkpatrick Street, Woodstock

Listing courtesy of EXIT Realty Platinum.

$229,900

2 Beds ⋅ 2 Baths ⋅ NB144829 MLS® #

Welcome to this charming, move-in ready 2-bedroom, 1½-bath bungalow, perfectly situated at the end of a quiet street, offering privacy while being just minutes from all amenities. Step inside to discover a bright, open-concept main living area, where large windows fill the home with natural light. The functional kitchen features white cabinets, quartz countertops, a classic subway tile backsplash, and flows seamlessly from the spacious living roomperfect for everyday living and entertaining. Two good-sized bedrooms with lots of natural light from the large windows and a full bath complete the main level. The lower level offers a finished half bath, bonus room, and laundry room. Whether you envision a family room, home office, gym, or extra storage, this level is ready for your personal touch. Whether you're a first-time homebuyer, downsizing, or looking for a turnkey investment, this charming property is ready to welcome its next owners. (id:5764)

107 Sharkey Street, Woodstock

Listing courtesy of The Right Choice Realty.

$324,500

4 Beds ⋅ 2 Baths ⋅ NB143643 MLS® #

This property sits in the heart of Woodstocks most desirable recreational hub. You are within walking distance or a short drive to fitness & fun: The multi-sport Ayr Motor Centre for skating, swimming, and community events. Outdoor Recreation: Local golf course, a curling rink, neighborhood parks, and scenic walking trails. Family Convenience: Ideally located to schools, community parks and shopping. The property features: Open living & dining, flowing into the kitchen. Four bedrooms, two office areas (wonderful homeschooling spaces or studio), main floor bathroom, while downstairs is home to the spacious family room, the bonus room, a half bathroom, ready for your finishing touches + a large utility/laundry room. Upper and lower balcony for entertaining fun, with a lower patio space for quiet evenings. All sitting on a lovely, landscaped double lot with a storage shed, and playhouse. New insulation in attic plus new 200 Amp breaker panel going in. Call today. (id:5764)

141 St John Street, Woodstock

Listing courtesy of Keller Williams Capital Realty - Woodstock Branch.

$594,900

3 Beds ⋅ 2 Baths ⋅ 40835540 MLS® #

Welcome to 83 Oxford Street, a well-maintained duplex offering strong fundamentals, recent updates, and flexibility for investors or owner-occupiers. This property features 1468 sqft of complete living space between two self-contained units. The main floor unit includes 2 bedrooms, while the upper unit features 1 bedroom plus a dedicated office/den space. Both units are equipped with in-suite laundry, modern kitchens, spacious bathrooms, and gas fireplaces, supporting long-term tenant appeal. Each unit also enjoys its own private deck overlooking the expansive backyard, along with separate driveways and ample parking - a rare and valuable asset for multi-residential properties. A standout feature is the oversized, heated 35' x 21' two-car garage/shop, offering excellent utility for storage, potential tenant use, or owner benefit. Recent improvements include a paved main driveway (2024), upper floor window replacements (2024), new gutters (2025), and upper unit appliance upgrades (new fridge, washer and dryer in 2024). (id:5764)

83 OXFORD Street, Woodstock

Listing courtesy of Royal LePage Wolle Realty.

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