Woodstock Homes under $500,000

Woodstock Homes under $500,000

Nestled in the heart of Ontario, Woodstock is a charming city that beautifully blends small-town warmth with modern conveniences. Known as the "Friendly City," Woodstock boasts a rich history, vibrant arts scene, and a strong sense of community. With its picturesque downtown, dotted with unique shops and delightful eateries, residents enjoy a lifestyle that emphasizes both relaxation and engagement.

One of the most appealing aspects of Woodstock is its affordability, particularly when it comes to housing. For those seeking a place to call home without breaking the bank, there are a variety of homes available for under $500,000. This makes Woodstock an attractive option for first-time buyers, families, and retirees alike. Whether you're looking for a cozy bungalow, a charming two-story home, or a modern townhouse, the real estate market here offers something for everyone.

In addition to its affordability, Woodstock is surrounded by stunning natural beauty. With numerous parks, trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities for hiking, biking, and enjoying nature. The city also hosts a range of community events and festivals throughout the year, fostering a strong sense of belonging among its residents.

With its welcoming atmosphere, affordable housing options, and rich array of amenities, Woodstock is not just a place to live; it’s a place to thrive. If you're considering a move to this lovely city, you'll discover a community that truly feels like home.

Newest Woodstock Homes under $500,000

56 HIAWATHA Road Unit 47, Woodstock
$249,999
2 Beds ⋅ 1 Baths ⋅ 40867254 MLS® #
Affordable, low-maintenance living in this recently renovated and refreshed 2-bedroom, 1-bathroom condo. Move-in ready with a functional layout, this unit features new flooring completed in 2026, stainless steel appliances, in-suite laundry, a 4-piece bathroom, and two comfortable bedrooms. A new stainless steel fridge is currently awaiting delivery. Located on the top floor and positioned as an end unit, you’ll enjoy the added benefit of no neighbours above and only one adjoining unit, offering additional privacy and a quieter living environment. Whether you’re a first-time buyer looking to get into the market, downsizing, or searching for an investment property, this condo offers an affordable and easy-to-maintain option with many of the updates already taken care of. Move in and enjoy! (id:5764)

56 HIAWATHA Road Unit 47, Woodstock

Listing courtesy of REVEL Realty Inc., Brokerage.

125 BAY Street Unit 7, Woodstock
$399,900
3 Beds ⋅ 2 Baths ⋅ 40862726 MLS® #
Welcome to 7-125 Bay Street, a beautifully updated home offering fresh, modern finishes and comfortable living in a convenient Woodstock location. Thoughtfully renovated from top to bottom, this home is truly move-in ready. The newer kitchen features stainless steel appliances, including a new microwave, while updated bathrooms, new trim, new interior doors and fresh paint throughout give the home a clean and cohesive feel. New flooring in the basement and bathrooms adds to the extensive list of improvements, along with a brand-new front door. The finished lower level provides additional living space, perfect for a family room, home office, gym or entertaining area. Step outside to enjoy the rear yard, complete with new patio stones and a storage shed for added convenience. With so many of the updates already taken care of, this is an excellent opportunity to simply move in and enjoy. Conveniently located close to Woodstock’s everyday amenities, shopping, parks and more, 7-125 Bay Street is ready to welcome its next owner. (id:5764)

125 BAY Street Unit 7, Woodstock

Listing courtesy of Hewitt Jancsar Realty Ltd..

94 CHAPEL Street, Woodstock
$499,999
3 Beds ⋅ 3 Baths ⋅ 40863595 MLS® #
Welcome to this beautifully updated two-storey home, offering an inviting open-concept design and plenty of space for the whole family. With 3 bedrooms, 3 bathrooms, and a fully finished basement, this move-in-ready property combines modern updates with comfortable, functional living. The main floor features a bright and spacious open layout, creating a seamless flow between the living, dining, and kitchen areas. This welcoming design is ideal for everyday family life and entertaining guests. The recently renovated kitchen offers a fresh, modern feel, while the updated flooring and freshly painted interiors add to the home's clean and stylish presentation. Upstairs, all three bedrooms are generously sized, offering plenty of room for comfortable furnishings, storage, and personal space. The exceptionally large primary bedroom provides a peaceful retreat with ample space for a king-size bed, additional furniture, or a cozy sitting area. The stunning 4-piece bathroom is beautifully finished and offers a relaxing, spa-like feel for the entire household. The fully finished basement adds valuable additional living space and can be used as a recreation room, home office, gym, playroom, or guest area. A convenient single-car garage with a new garage door provides secure parking and additional storage. Recently renovated and thoughtfully updated throughout, this wonderful Woodstock home offers exceptional value at this price! Perfect for families, first-time buyers, or anyone looking for a stylish and spacious home in a great location. Don't miss this fantastic opportunity! (id:5764)

94 CHAPEL Street, Woodstock

Listing courtesy of Flux Realty.

600 PEEL Street, Woodstock
$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..

59 BLANDFORD Street Unit 2, Woodstock
$439,000
3 Beds ⋅ 2 Baths ⋅ 40859295 MLS® #
Welcome to this beautifully renovated 3-bedroom, 2-bathroom FREEHOLD townhome with NO CONDO FEES, over 1400 square feet of living space and parking for up to three small cars. Thoughtfully updated from top to bottom, this move-in-ready property offers fresh, modern finishes and comfortable living throughout. Step inside to discover luxury vinyl flooring throughout the main and second levels, complemented by new trim, pot lights, interior doors, updated fixtures and a bright, contemporary colour palette. The dated popcorn ceilings have been removed creating a clean, modern feel throughout the home. The refreshed kitchen features a new backsplash, overhead range hood, sink, hardware & fixture, providing a stylish and functional space for everyday living and entertaining. Both bathrooms have been updated with modern finishes. Upstairs, you'll find three refreshed bedrooms featuring refinished closets and light fixtures. The updates continue into the basement with fresh paint and new trim, offering additional space ready to suit your family's needs. Outside, the backyard has been freshly seeded, giving the new owners a great start toward creating their own outdoor retreat. With extensive renovations already completed and the added benefit of freehold ownership with no monthly condo fees, this is an excellent opportunity for first-time buyers, young families, downsizers or anyone looking for a stylish, low-maintenance home that's ready to enjoy. Simply move in and make it yours! (id:5764)

59 BLANDFORD Street Unit 2, Woodstock

Listing courtesy of eXp Realty.

34 BROCK Street Unit 201, Woodstock
$299,900
2 Beds ⋅ 1 Baths ⋅ 40859044 MLS® #
Welcome to 34 Brock Street, Unit 201. This charming 2-bedroom, 1 bathroom condo is perfect for those seeking an easy lifestyle in a small building! Step inside to an inviting open layout filled with natural light and the convenience of wheel chair accessibility! This unit offers an ideal setup for everyday living or entertaining. Offering two spacious bedrooms to provide flexibility for a guest room, home office or hobby room. Enjoy the added comfort of a building elevator, update security system and reserved covered parking. Located just outside Woodstock's downtown core, you're only minutes from shops, restaurants, parks, essential amenities and highway 401/403 access! (id:5764)

34 BROCK Street Unit 201, Woodstock

Listing courtesy of CENTURY 21 HERITAGE HOUSE LTD..

61 MAUD Street, Woodstock
$499,000
2 Beds ⋅ 1 Baths ⋅ 40857858 MLS® #
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 & enjoy! (id:5764)

61 MAUD Street, Woodstock

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

304 MILL Street, Woodstock
$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..

99 VICTORIA Street North, Woodstock
$474,000
3 Beds ⋅ 1 Baths ⋅ 40850235 MLS® #
This is the one. Picture this: a tree-lined street, a porch made for morning coffee, and a bungalow that's already done the hard work for you. This charming 3 bedroom bungalow sits on a deep lot in a prime, centrally located neighbourhood, steps to schools, parks, transit, and shopping. Inside, main floor living keeps it simple and sunfilled, with the hard work already done: updated pot lighting, a brand-new furnace and water heater, and electrical hookup to the garage. Out back, mature trees turn the yard into your own private oasis. Add a detached garage and driveway parking for up to five vehicles, and you've got serious curb appeal to match. This is the starter home everyone says they want — and it's actually move-in ready. (id:5764)

99 VICTORIA Street North, Woodstock

Listing courtesy of eXp Realty, Brokerage.

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