Woodstock ON Historical Real Estate, Homes for Sale

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.

$649,000

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..

$254,900

3 Beds ⋅ 1 Baths ⋅ NB147093 MLS® #

Beautifully Renovated 1½-Story Home with Modern Comfort & Character! Welcome to this beautifully renovated 1½-story home, where thoughtful updates and charming details come together to create a warm and inviting space. Most renovations have been completed within the past two years, including new siding and a durable metal roof, offering peace of mind for years to come. Step inside through the welcoming mudroom, featuring excellent closet storage to keep everyday essentials neatly organized. The spacious, bright kitchen is sure to impress with new stainless steel appliances, ample workspace, and a dedicated dining area highlighted by a stunning light fixture. From the dining area, step onto the deck overlooking the private backyardperfect for relaxing or entertaining. The main level also features a conveniently located hallway laundry area, neatly tucked behind doors, and a beautifully updated bathroom with a crisp white shiplap wall treatment. The comfortable living room continues the homes stylish aesthetic with white shiplap walls and ceiling, creating a bright and cozy atmosphere. A spacious primary bedroom completes the main level, offering a walk-in closet and a separate desk areaideal for working from home or creating a quiet personal space. Upstairs, youll find two additional bedrooms, each with its own walk-in closet, providing plenty of space for family, guests, or hobbies. Outside, the property offers lovely curb appeal, a private backyard, and a single-car garage complete with a workbench and electricityperfect for projects, storage, or workshop space. Heating is provided by electric baseboard heat along with two ductless heat pumps, offering efficient year-round comfort. With its extensive recent renovations, functional layout, excellent storage, and attractive outdoor space, this move-in-ready home is a wonderful opportunity! (id:5764)

121 Charlotte Street, Woodstock

Listing courtesy of Keller Williams Capital Realty - Woodstock Branch.

$370,000

2 Beds ⋅ 1 Baths ⋅ 40860304 MLS® #

An affordable opportunity to step into home ownership! Welcome to 314 Queen Street, a charming 2-bedroom bungalow in an established Woodstock neighbourhood, proudly owned by the same family since 1977. Offering 845 sq. ft. of above-grade living space, this home provides a practical layout, generous room sizes and plenty of opportunity to make it your own. The spacious living room features updated flooring and large windows, while the bright eat-in kitchen offers abundant cabinetry, stainless steel appliances and comfortable space for everyday dining. Two bedrooms, a 4-piece bathroom and the convenience of main-floor laundry complete the layout. High ceilings, generous windows and the character of an older home provide a great starting point for buyers wanting to update and personalize over time. Set on a corner lot with R2 zoning, the property may also appeal to those considering longer-term possibilities. Rather than paying a premium for someone else's renovations, bring your own ideas, make improvements at your own pace and build equity along the way. A great opportunity for first-time buyers to get into the market at an approachable price point. Property is being sold in its current condition. (id:5764)

314 QUEEN Street, 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.

$499,000

2 Beds ⋅ 1 Baths ⋅ 40857858 MLS® #

*OPEN HOUSE - SUNDAY, SEPTEMBER 13, 2:00 - 4:00 PM* Welcome to 61 Maud Street, a charming bungalow that is sure to pleasantly surprise you the moment you step inside. From the street, you might not expect the bright, open concept layout that awaits, offering comfortable main floor living in a mature Woodstock neighbourhood. Thoughtfully updated & meticulously maintained, this move-in ready home is perfect for first-time buyers, downsizers, or investors looking for a property that combines character, functionality, & exceptional outdoor space. The bright, open concept living & dining area is enhanced by a cathedral ceiling, creating an inviting atmosphere for everyday living and entertaining. The kitchen features timeless white shaker cabinetry, a center island, & an efficient layout with great storage & workspace. Two comfortable bedrooms, a spacious bathroom with double sinks, a convenient main floor laundry room, a spacious rear entry, & excellent storage throughout complete this well-designed & professionally renovated home. Recent quality improvements include a new heat pump, gas furnace, & spray foam insulation in 2023, followed by a composite deck & newly paved driveway in 2024, providing added comfort, energy efficiency, & curb appeal. Step outside & discover what truly sets this property apart. The expansive, private backyard offers an incredible space to relax, entertain, garden, or simply enjoy the outdoors. Whether you're hosting summer barbecues, spending time with family, or creating your own backyard retreat, this generous lot offers space that's becoming increasingly difficult to find. The detached garage/workshop provides excellent storage, hobby space, or room for a compact vehicle, while also offering future potential for expansion. Conveniently located close to schools, parks, shopping, & public transit, this charming home offers the perfect blend of thoughtful updates, efficient living, & an outstanding outdoor setting. Simply move in and enjoy! (id:5764)

61 MAUD Street, Woodstock

Listing courtesy of RE/MAX TWIN CITY REALTY INC..

$639,900

3 Beds ⋅ 2 Baths ⋅ 40858139 MLS® #

Hard to find large 3-bedroom, 1.5-bathroom solid brick bungalow situated on an impressive 75' x 125' lot with a newer 24' x 20' detached garage in a great location. This well-built home offers plenty of space both inside and out. The bright sun filled main level provides a comfortable and functional layout with 2 separate living spaces or use one as a formal dining room, while the finished basement adds valuable additional living space, including a versatile den that could be used as a home office, guest room, hobby space, or playroom. Outside, the large lot offers plenty of room to relax, entertain, garden, or enjoy outdoor activities. An expansive deck off the back of the house allows you space to relax and enjoy your private backyard. The newer 24' x 20' detached garage with a 16' wide door provides excellent space for vehicles, storage, a workshop, or recreational equipment.With its generous lot, substantial detached garage, finished basement, and solid brick construction, this property offers an excellent opportunity for buyers looking for space, functionality, and long-term value. Most major components have been updated over the past 10 years leaving you worry free for years to come. (id:5764)

402 WELLINGTON Street North, Woodstock

Listing courtesy of Hewitt Jancsar Realty Ltd..

$424,999

2 Beds ⋅ 1 Baths ⋅ 40856681 MLS® #

CUTE AS A BUTTON! LARGE AND BEAUTIFUL LOT WITH A DETACHED GARAGE AND PLENTY OF PARKING! Welcome to 130 Sydenham St, a beautifully updated and move-in-ready bungalow offering comfortable living in a convenient Woodstock location. Featuring 2 bedrooms and 1 bathroom, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for a well-maintained property. Step inside to a bright and inviting front living room featuring California shutters, updated in 2022, that add both style and functionality. The updated kitchen, completed in 2023, offers a modern and practical space for everyday living complete with stainless steel appliances. A renovated 3-piece bathroom, updated in 2024, provides a fresh and modern finish to the main level. The partially finished basement offers additional living space with a spacious recreation room—perfect for a home office, playroom, family room, or hobby space. Ample storage throughout the home adds to its functionality and laundry. A water filtration system, installed in 2023, is an added convenience. Outside, enjoy the beautiful fully fenced backyard situated on a deep lot surrounded by mature trees, offering privacy and plenty of room to relax or entertain. The concrete patio is ideal for outdoor gatherings, while the garden shed provides convenient additional storage. Parking is a standout feature, with space for 5+ vehicles, including one spot in the detached garage and 4+ vehicles on the concrete driveway. Ideally located close to schools, shopping, Toyota, Woodstock Hospital, parks, and convenient access to Highways 401 and 403, this home offers an excellent combination of comfort, updates, outdoor space, and location. (id:5764)

130 SYDENHAM Street, Woodstock

Listing courtesy of RE/MAX TWIN CITY REALTY INC..

$549,900

3 Beds ⋅ 2 Baths ⋅ 40853167 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..

$450,000

2 Beds ⋅ 1 Baths ⋅ 40854160 MLS® #

This updated 2-bedroom, 1-bath home delivers exceptional value with a renovated kitchen, mechanical systems upgraded within the past five years, and abundant hidden storage solutions. The property sits on a partially fenced, private lot offering ample parking and a versatile shed equipped with electrical service. Whether you're a first-time buyer or seeking a comfortable downsizing option, this move-in-ready home combines modern improvements with practical outdoor features in a convenient location close to downtown, the hospital, and major routes. (id:5764)

304 MILL Street, Woodstock

Listing courtesy of RED AND WHITE REALTY INC..

$635,000

3 Beds ⋅ 2 Baths ⋅ 40854384 MLS® #

Welcome to 115 Fairview Crescent, where mature North Woodstock character meets extensive recent updates and exceptional indoor/outdoor living! Offering approximately 1,273 sq. ft. of interior above-grade living space plus a partially finished lower level, this bright and inviting 3-bedroom home makes excellent use of every square foot. At the heart of the home is the impressive 22'8 x 11'8 kitchen, completely renovated in 2026, featuring crisp white cabinetry, generous counter space, island seating, stainless appliances and French doors opening to the upper deck overlooking the backyard and pool. New main-level flooring (2026) creates a fresh, cohesive feel through the spacious 23'5 x 13'11 living room with gas fireplace and bright dining area with bay window. Upstairs are 3 comfortable bedrooms with generous closet space and a 4-piece bath. The lower level adds valuable living space with a huge 27'5 x 13'7 recreation room with second fireplace, separate office, 2-piece bath/laundry and storage. Step outside and discover a backyard made for summer! The heated inground pool features a new liner and pool equipment (2024) and is surrounded by durable cushioned rubber surfacing for comfort underfoot. Mature hedging and fencing provide privacy, while the upper deck and included hot tub create inviting spaces for outdoor dining, entertaining and relaxing. Major improvements continue with new front vinyl siding, eavestroughs, kitchen and main-level flooring (2026), furnace and windows (2021), and roof shingles (2017). The balance of the exterior combines brick and aluminum siding. Set on a mature 55' x 100' lot near Pittock Conservation Area and trails, parks, schools, shopping and amenities. With meaningful updates inside and out, two fireplaces, a heated pool and fantastic outdoor living space, much of the work has already been done—move in, unpack and enjoy! (id:5764)

115 FAIRVIEW Crescent, Woodstock

Listing courtesy of MAKEY REAL ESTATE INC..

$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.

$449,900

3 Beds ⋅ 2 Baths ⋅ 40852055 MLS® #

Lovingly cared for 2+1-bedroom, 1.5 bath home with full basement and detached single car garage. Boasting a spacious and inviting living room with hardwood floors, a good-sized kitchen, two main floor bedrooms, full four-piece bathroom, and a beautiful backyard. The basement is fully finished with a rec room, 2-piece bath, bedroom, and could easily be converted to an in-law or secondary suite with its own private walk-up entrance at the side of the home. The paved private driveway can accommodate numerous vehicles and there is street parking out front. Located mins to Hwy 401 access on a mature tree lined street within walking distance to the park, schools, churches, and most amenities. Quick closing is possible. Book your private viewing today before this opportunity passes you by. (id:5764)

260 ROBINSON Street, Woodstock

Listing courtesy of Re/Max Twin City Realty Inc.

$599,900

3 Beds ⋅ 2 Baths ⋅ 40845985 MLS® #

Start each day with a coffee in your private, fully fenced backyard, enjoy an evening stroll along the nearby walking trails, then unwind in the spectacular family room with the warmth of the gas fireplace. Tucked away on one of Woodstock’s most desirable cul-de-sacs, this beautifully maintained bungalow offers the perfect balance of comfort, quality and everyday living. Rich hardwood flooring welcomes you into bright, inviting living spaces designed for both relaxing and entertaining. The beautifully renovated kitchen features granite countertops, abundant cabinetry, pantry storage and a peninsula that’s perfect for casual meals, morning conversations or helping prepare dinner together. The stunning family room addition is filled with natural light, surrounded by windows and overlooks the backyard, creating a peaceful space you’ll enjoy every season. The oversized primary bedroom offers room to truly relax, while the updated bathroom with its walk-in glass shower adds a touch of everyday luxury. A second main floor bedroom provides flexibility for guests, a home office or hobbies. Downstairs, the finished lower level expands your living space with a spacious recreation room warmed by a cozy gas stove, built-in bar, third bedroom with its own full bathroom, generous laundry room and exceptional storage. The detached garage provides space for parking, projects or extra storage, while the mature yard offers privacy without demanding endless upkeep. Located close to parks, schools, shopping, restaurants and everyday amenities, this move-in ready home is ideal for anyone looking to simplify life without compromising on space or comfort. Thoughtfully updated, meticulously cared for and perfectly positioned in one of Woodstock’s most established neighbourhoods, this is a home you’ll appreciate more with every passing day. Whether you’re downsizing, right sizing or simply searching for a quieter pace, this home delivers the space you need and the lifestyle you’ll love. (id:5764)

803 GLADSTONE Drive, Woodstock

Listing courtesy of CENTURY 21 HERITAGE HOUSE LTD..

$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. (id:5764)

141 St John Street, Woodstock

Listing courtesy of Keller Williams Capital Realty - Woodstock Branch.

$719,000

6 Beds ⋅ 4 Baths ⋅ 40846375 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..

$699,900

3 Beds ⋅ 3 Baths ⋅ 40845694 MLS® #

Tucked into one of those dream cul-de-sacs people wait for, 12 Jubilee Place delivers the kind of Woodstock home that feels comfortable from the first look, and even better once you step inside. Set on a mature lot with curb appeal, a double garage, wide driveway, and a calm street setting, this home has space for everyday living and the kind of backyard that makes summer feel like a standing invitation. The main floor has a bright flow with a living room framed by a front window, a dining room with a stone fireplace feature wall, and an updated kitchen that brings the heart of the home to life. White cabinetry, glass display cupboards, tiled backsplash, counter space, a breakfast bar, and warm ceiling detail give the kitchen personality without trying too hard. Just off the kitchen, the main floor office is a smart bonus for work, homework, hobbies, or keeping life organized. There is also a sunroom that adds magic, the spot for coffee, plants, books, or a quiet minute before the house wakes up. Upstairs, the layout keeps things practical with three bedrooms and two full bathrooms, including a primary bedroom with closet space and an ensuite with a soaker tub, separate shower, double vessel sinks, and a spacious vanity. The additional bedrooms are bright and useful, giving options for kids, guests, or that closet system you swear you will finally organize. Outside is where this home gives you the feeling. A backyard with a pool, mature trees, deck space, shed, and a covered outdoor lounge with skylight, wood detail, and a direct view of the pool. It feels like a cottage escape tucked right in town. Morning coffee, pool days, family dinners, birthday parties, and slow summer nights all make sense here. Close to Woodstock conveniences, parks, schools, shopping, trails, and commuter routes, this is a home with warmth, function, personality, and a setting that is hard to fake. A cul-de-sac, a pool, a double garage, and a layout that works. That is a pretty good dream. (id:5764)

12 JUBILEE Place, Woodstock

Listing courtesy of CENTURY 21 HERITAGE HOUSE LTD..

$379,000

3 Beds ⋅ 2 Baths ⋅ NB143079 MLS® #

Welcome to 145 St. John St in Woodstock, NB. St John St is within walking distance to the AYR Motor Center, Woodstock Golf and Curling Club, Connell Park, Townsview K-8 school and Woodstock High School. If you love spending time outside then this lot is perfect for you with a screened in out building, gardens, and a patio. When entering the home you are greeted by a mudroom, half bath and office or bedroom. The main level of the home has the living room, dining room, and kitchen. The top floor has the 3 bedrooms, and main bathroom. Downstairs you will find a finished family room as well as lots of storage space. The out building in the backyard offers many possibilities such as a shop, outdoor storage, office, or anything you require a secondary space for. (id:5764)

145 St John Street, Woodstock

Listing courtesy of Re/Max Hartford Realty.

$369,900

6 Beds ⋅ 2 Baths ⋅ NB142861 MLS® #

This large family home in a desirable location (near schools, parks and Ayr Motor Centre) Has income potential with either a one bedroom apartment or a granny suite. Very large lot with private backyard. Detached garage. The owner is the daughter of listing agent who is a licensed Realtor in the Province of NB. (id:5764)

131 Kirkpatrick Street, Woodstock

Listing courtesy of Century 21 All Seasons Realty.

$735,000

5 Beds ⋅ 2 Baths ⋅ 40842203 MLS® #

Rare opportunity to own a fully renovated up/down legal duplex in a prime Woodstock location close to schools, shopping, public transit, recreation facilities, and convenient access to Highways 401 and 403. Situated on an impressive 50.7'x214' lot, this property offers flexibility for investors, multi-generational families, or buyers seeking a mortgage helper. A fantastic option for friends, siblings, or two families looking to enter the housing market together and build equity while sharing ownership of a quality income-producing asset. Over 2,000 sq ft of finished living space, separate living areas, kitchens, laundry facilities, and a private entrance to the lower level, the layout provides privacy and independence for both households. The main level features a renovated kitchen with quartz countertops, backsplash, modern cabinetry, living room, three bedrooms, updated bathroom, and direct access to a substantial two-level rear deck through patio doors. The lower level offers a second renovated kitchen with stainless steel appliances, living area, two bedrooms, updated bathroom, separate entrance, and its own laundry facilities. Since purchasing the property in 2024, the current owner has added a massive two-level deck, patio doors, upgraded insulation, new water softener, and window coverings. Major mechanical updates include 2023 shingles, furnace, and central air conditioning. Pride of ownership is evident throughout this owner-occupied property. A detached garage with hydro, double-wide driveway, and parking for multiple vehicles further enhance the property's versatility. The deep 214ft lot remains highly functional despite the extensive deck addition and offers ample outdoor space for recreation, entertaining, gardening, or future enjoyment. Whether you're looking to expand your investment portfolio, offset your mortgage with rental income, accommodate extended family, or purchase with friends, this move-in-ready duplex presents an outstanding opportunity. (id:5764)

69 CLARKE Street North, Woodstock

Listing courtesy of MAKEY REAL ESTATE INC..

$735,000

5 Beds ⋅ 2 Baths ⋅ 40842348 MLS® #

Rare opportunity to own a fully renovated up/down legal duplex in a prime Woodstock location close to schools, shopping, public transit, recreationfacilities, and convenient access to Highways 401 and 403. Situated on an impressive 50.7' x 214' lot, this property offers flexibility for investors,multi-generational families, or buyers seeking a mortgage helper. A fantastic option for friends, siblings, or two families looking to enter thehousing market together and build equity while sharing ownership of a quality income-producing asset. Over 2,000 sq ft of finished living space,separate living areas, kitchens, laundry facilities, and a private entrance to the lower level, the layout provides privacy and independence forboth households. The main level features a renovated kitchen with quartz countertops, backsplash, modern cabinetry, living room, threebedrooms, updated bathroom, and direct access to a substantial two-level rear deck through patio doors. The lower level offers a secondrenovated kitchen with stainless steel appliances, living area, two bedrooms, updated bathroom, separate entrance, and its own laundryfacilities. Since purchasing the property in 2024, the current owner has added a massive two-level deck, patio doors, upgraded insulation, newwater softener, and window coverings. Major mechanical updates include 2023 shingles, furnace, and central air conditioning. Pride of ownershipis evident throughout this owner-occupied property. A detached garage with hydro, double-wide driveway, and parking for multiple vehiclesfurther enhance the property's versatility. The deep 214-foot lot remains highly functional despite the extensive deck addition and offers ampleoutdoor space for recreation, entertaining, gardening, or future enjoyment. Whether you're looking to expand your investment portfolio, offsetyour mortgage with rental income, accommodate extended family, or purchase with friends, this move-in-ready duplex presents an outstandingopportunity (id:5764)

69 CLARKE Street North, Woodstock

Listing courtesy of MAKEY REAL ESTATE INC..

$249,900

3 Beds ⋅ 2 Baths ⋅ NB142219 MLS® #

Take a peek at this move-in ready 2-bedroom, 2-bath home located on a conveniently located dead-end street. This property is perfectly situated within walking distance of Downtown Woodstock, Golf Course & Curling Club, NBCC, schools, shopping, restaurants, the NB Trail, and various recreational facilities. The main level features a designated entry/mudroom space, a spacious eat-in kitchen that flows into a living room equipped with a mini-split heat pump. This floor also includes a full bathroom and two bedrooms. The lower level offers a cozy family room with second mini split heat pump, a large third bedroom, a second full bath and a generous unfinished space for laundry and storage. The exterior is designed for low maintenance in mind with vinyl siding, a steel roof, and a paved driveway. Additionally, the property includes a wonderful single detached garage and a spacious backyard. (id:5764)

123 Cambridge Street, Woodstock

Listing courtesy of EXIT Realty Platinum.

$1,199,000

7 Beds ⋅ 4 Baths ⋅ 40839560 MLS® #

A true gem among gems on the most prestigious street in Woodstock, this remarkable century home blends historic charm with modern comfort. This one-of-a-kind residence is being offered for sale, an opportunity as rare as the home itself. Lovingly cared for by only four families in over 125 years, this home carries with it a legacy of stewardship, preservation, and pride of ownership. Step inside and be transported by the craftsmanship of a bygone era. Original 125-year-old doors, floors, and millwork preserve the history and character of this grand home, offering a warmth and authenticity impossible to replicate. The updated kitchen is the perfect balance of contemporary convenience and period style, seamlessly fitting into the homes character. All rooms are finished with many original elements showcasing its contribution to local history. With all plumbing and electrical systems upgraded, this home delivers peace of mind alongside its timeless beauty. Offering over 4,600 sq. ft. of finished living space, 7 bedrooms and 3.5 bathrooms, every room is thoughtfully maintained to highlight its history while providing space for modern family living. Families have gathered here for generations and enjoyed so many precious moments, you can feel the history and warmth. Nestled just one block from two parks and close to many city amenities, the setting is as perfect as the home itself. Surrounded by mature vegetation including 1 of only 2 Dawn Redwood trees in the entire city. Words truly cannot fully and accurately describe the feel and allure of this amazing home, it is a MUST SEE! (id:5764)

105 VANSITTART Avenue, Woodstock

Listing courtesy of Gale Group Realty Brokerage.

$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.

$599,900

7 Beds ⋅ 5 Baths ⋅ NB126531 MLS® #

Discover this magnificent 7-bedroom, 5-bathroom estate that seamlessly blends historical grandeur with modern comfort. Built over 150 years ago by Colonel Dibble, this stately home stands as a testament to timeless craftsmanship and has been meticulously maintained, requiring no immediate upkeep. The property boasts a panoramic river view and sits majestically on an expansive 1 acre lot adorned with massive mature trees that provide both natural beauty and coveted privacy. The generous lawn space creates an idyllic setting for outdoor entertaining or peaceful relaxation. This exceptional residence offers tremendous bed and breakfast potential or haven for the larger families with its abundant bedrooms and bathrooms. The thoughtful layout includes a luxurious primary bedroom suite alongside six additional well-appointed bedrooms, ensuring comfort for family and visitors alike. Practical amenities include two spacious garages, providing ample vehicle and general storage. The home's substantial square footage accommodates both intimate family living and grand-scale entertaining. Located in the heart of Woodstock, you'll enjoy convenient access to downtown business and recreation facilities. This rare offering represents a unique opportunity to own a piece of local history. The combination of architectural significance, prime location, generous proportions, and income potential makes this property an exceptional investment in both lifestyle and legacy. (id:5764)

113 Regent Street, Woodstock

Listing courtesy of EXIT Realty Platinum.

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