Simcoe Homes under $500,000

Fish in Your Own Backyard! Imagine having your own little piece of country living right in Simcoe! This unique 1.2-acre property offers the best of both worlds — the space, privacy, and natural beauty you crave, with all the conveniences of town just minutes away. This charming 3-bedroom, 1-bathroom bungalow features an open-concept layout with a spacious main floor and beautiful cathedral ceilings that create an airy, inviting atmosphere. Whether you're enjoying a quiet evening at home, entertaining family and friends, or simply taking in the peaceful surroundings, there's plenty of room to make yourself comfortable. Step outside and discover what truly makes this property special. The large, private backyard leads to a beautiful stream at the rear of the 1.2-acre property, with a natural bush area adding to the sense of privacy and tranquility. Picture yourself relaxing on the large private deck, enjoying your morning coffee, listening to the sounds of nature, or spending summer evenings watching the wildlife. And who knows? You might even be able to drop a line and do a little fishing in your own backyard! Despite its peaceful setting, you're still close to everything Simcoe and Norfolk County have to offer. Schools, shopping, restaurants, downtown amenities, walking trails, and recreational opportunities are all nearby. If you've been dreaming of more space, a little more privacy, and a closer connection to nature without giving up the convenience of town living, this property deserves a closer look. Fish in your own backyard, enjoy the space around you, and discover the possibilities of country-style living right in Simcoe! (id:5764)

196 NORTH MAIN Street, Simcoe

Listing courtesy of RE/MAX Erie Shores Realty Inc. Brokerage.

$399,900

3 Beds ⋅ 1 Baths ⋅ 40867304 MLS® #

Bright, Beautiful & Move-In Ready! Welcome home to this charming 3 bedroom, 1 bathroom bungalow offering 924 sq. ft. of thoughtfully updated living space. The perfect home for first-time buyers, this lovely property combines comfort, style, and functionality in a welcoming package. Step inside to bright and airy living spaces featuring updated flooring throughout and a beautifully refreshed kitchen designed with both style and practicality in mind. The kitchen offers a great use of space finished with butcher block countertops, and stainless steel appliances, making meal preparation and entertaining a breeze. The updated bathroom and three comfortable bedrooms offer plenty of room for a growing family, home office, or guest space. Enjoy your morning coffee or unwind at the end of the day on the cute and inviting front porch, adding to the home's welcoming curb appeal. Outside, the detached garage with hydro provides excellent space for parking, storage, a workshop, or hobbies. The new rear fence (2026) adds privacy and peace of mind. Located in a convenient area close to all amenities, this home offers easy access to shopping, restaurants, schools, parks, transit, and everyday essentials. Notable Updates & Improvements: Roof 2014, Gas Furnace 2009, Most Windows 2021, Eavestroughs & Gutter Guards 2022, Kitchen Plumbing 2023, Flooring 2023, Bathroom 2023, Electrical Panel 2025, Kitchen 2026, Rear Fence 2026. A wonderful opportunity to get into the market and make this beautifully updated bungalow your own! (id:5764)

277 QUEEN Street North, Simcoe

Listing courtesy of Royal LePage Brant Realty.

$419,900

2 Beds ⋅ 2 Baths ⋅ 40852038 MLS® #

Welcome to 153 Grove Street in Simcoe. This newly built semi-detached home offers 2 bedrooms, 2 bathrooms, with the option to finish the basement for an additional bed and bath. The bright open-concept main level features modern finishes throughout . Previously tenanted and recently upgraded, it presents a great opportunity for first-time buyers or investors seeking income with future flexibility. Conveniently located close to schools, parks, and everyday amenities, this newer home is an amazing opportunity for those looking to get into the market or first time home buyers looking to buy their first home. *Images are from a prior unit on Grove that is very similar to 153 Grove St. This unit is not an end unit. Exterior and interior finishes may vary from images in person.* (id:5764)

153 GROVE Street, Simcoe

Listing courtesy of Century 21 Heritage House LTD.

$499,900

5 Beds ⋅ 2 Baths ⋅ 40866464 MLS® #

Welcome to 16 Stephens Court in Simcoe, Ontario. This charming 3+2 bedroom, 2-bathroom traditional side-split home has been lovingly cared for by the same family for almost forty years. Meticulously maintained throughout the years, this home is a pleasure to show. The main level features a bright, open-concept living area, three spacious bedrooms, and a four-piece bathroom. The lower level offers a large recreation room complete with a large wood stove, two additional rooms that can serve as fourth and fifth bedrooms, a generous workshop area, and a three-piece bathroom. Outside, you'll find a single-car garage, a large storage shed, several mature fruit trees, and a convenient secondary entrance from the backyard directly to the basement workshop. Ideally situated in a central location, the home is just steps from the Recreation centre, schools, and churches, while also being within walking distance of downtown Simcoe. The oversized driveway is finished with attractive interlocking brick, and recent updates include all Centennial windows, providing added value and peace of mind for years to come. Don't miss this opportunity to call this one home. (id:5764)

16 STEPHENS Court, Simcoe

Listing courtesy of Progressive Realty Group Inc..

$449,900

3 Beds ⋅ 2 Baths ⋅ 40866753 MLS® #

Step inside the warm and welcoming 23 Freeman Crescent, a beautifully updated end unit townhouse, in the exciting and popular town of Simcoe. Simcoe is in the heart of Norfolk county and I would bet, you’ve heard of it. Norfolk has been on an upward trajectory over the past few years, gaining incredible popularity as a place to live and call home. The local amenities, relative distance to larger cities and short drive to the beach have made this real estate market, one to watch. This is your chance to either get into your first home, or your first investment. Perfectly located a few turns off the main road coming into town, making it great for commuters, and sitting on a quiet little crescent neighbourhood, with it's own private park. It boasts cozy yet impressive appeal from the minute you pull up to the minute you leave. With 3 large bedrooms on the second level and 2 bathrooms throughout, this home offers a floor plan perfect for entertaining intimate gatherings or even large parties. With over 1200 sqft of living space, the main floor consists of a beautiful brand new kitchen fitted with stone counters, a living that boasts warmth and even a dining area for you to put that table you've always wanted, you will notice just how spacious it really is. Offering a fully finished basement with rough in's for a 3rd bathroom, it's just waiting to for you to make it whatever you can imagine.. This home also has an large attached garage for your toys and tools. This house was updated with a ductless air system that keeps the house ice cold in the summer and toasty warm in the winter, newly installed in 2021, as well the same year both bathrooms were given a full modern makeover and redone to make the house really feel just like HOME. It's time to treat yourself to a new set up keys with summer right around the corner. (id:5764)

23 FREEMAN Crescent, Simcoe

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

$399,900

2 Beds ⋅ 2 Baths ⋅ 40865572 MLS® #

Welcome to Mill Pond Estates - a premier enclave of 3 separate hi-rise condo complexes located in Simcoe’s popular northeast quadrant - walking distance to fine dining restaurants, eateries/bistros, shopping malls, pharmacies & parks - also - enjoying this town’s many amenities including Hospital, schools, public pools, arenas/rec centers, churches, Lynn walking/biking trails & vibrant downtown business core. Beautiful 5 Mill Pond Court is where you find Unit 202 - a gorgeous 2 bedroom condo, with over $35,000 spent on extensive renovations since 2016, introducing 1250sf of tastefully presented living space enhanced with “Acacia” engineered hardwood flooring, designer light fixtures, stylish wall hangings plus recently installed foyer & bedroom closet doors. Thoughtfully designed floor-plan features roomy front foyer, inviting open concept living room/dining room featuring stunning electric fireplace accent wall, oversized window & walk-out to 10ft x 36ft open air, covered balcony boasting new carpeting-2026 overlooking spectacular, private manicured grounds extending to mature wooded ravine/creek- exploding with natural beauty - imagine a morning coffee or late night cocktail while savouring these magnificent views. Centrally located kitchen sports abundance of oak cabinetry includes matching, custom built pantry, ample counter space, tile back-splash & all appliances. Room corridor leads past convenient laundry/storage room, large 2pc bath & sizeable guest bedroom - completed with elegant primary suite offering 2 huge closets & updated 4pc bath. Extras include personal locker, designated parking spot, fully equipped party room & visitor parking. Sparkling clean front foyer/lobby, hallways & elevator reflect the pride of care evidenced in this well maintained 1990 built building. Attractive condo fees include building insurance, common element, exterior maintenance, grass cutting, snow removal & water/sewer. Experience affordable, worry free living in STYLE! (id:5764)

5 MILL POND Court Unit 202, Simcoe

Listing courtesy of RE/MAX Escarpment Realty Inc..

$380,000

3 Beds ⋅ 1 Baths ⋅ 40854209 MLS® #

Looking for an affordable way to get into home ownership? Welcome to 909 Windham Road 13, where a little vision and some sweat equity could go a long way! This 3-bedroom detached bungalow offers a great chance for buyers ready to roll up their sleeves, make some updates, and create a Home that’s truly their own. Inside, you’ll find over 1,050 sq. ft. of living space with a spacious kitchen, comfortable living room, 4-piece bath and convenient main-floor laundry. Outside, the property offers an 82-foot frontage, private double-wide driveway and a good sized outbuilding with hydro—great for storage, hobbies or extra workspace. A new forced-air propane furnace was installed in September 2026, taking care of one important recent update. Enjoy the quieter rural setting while still being conveniently located within 15 minutes of Simcoe, Delhi and Waterford, and just over half an hour to Brantford. Whether you're a first-time buyer looking for an affordable place to call home or someone who can see the possibilities of putting their own stamp on this property, bring your ideas and make it yours! (id:5764)

909 WINDHAM RD 13 Road, Simcoe

Listing courtesy of Mummery & Co. Real Estate Brokerage Ltd..

$389,999

3 Beds ⋅ 1 Baths ⋅ 40865954 MLS® #

Welcome to 71 Kent St N, Simcoe! This well-maintained 3-bedroom home offers exceptional value for first-time buyers, young families, downsizers, or investors. Featuring a functional layout with a dedicated office, full bathroom, and a usable basement with laundry and ample storage. Enjoy peace of mind with updated mechanicals, including newer A/C. Outside, you’ll find a large front deck surrounded by mature gardens, a private rear patio, generous yard space, and a detached shed/workshop perfect for storage or hobbies. With two separate side entrances, a long driveway with plenty of parking, and endless potential, this move-in-ready property is an opportunity you won’t want to miss. (id:5764)

71 KENT Street North, Simcoe

Listing courtesy of Royal LePage Brant Realty.

$485,900

5 Beds ⋅ 2 Baths ⋅ 40865418 MLS® #

Country Living Within City Limits! Welcome to this well-maintained, 5 bedroom(3+2), 2 full bathroom home situated on a generous 0.33-acre lot —offering the perfect mix of rural charm and city convenience. Featuring updated windows, doors, faucets, central A/C, 200 amp electrical panel, hardwood floors, stainless steel appliances and a spacious layout, this home is move-in ready with flexible closing available. Outside, enjoy a large detached partially insulated garage with hydro and lots of storage, additional carport(great hot tub area) and connection to city sewer—no septic to worry about! Located within city limits, this property delivers the privacy of a country setting while staying close to schools, shops, and amenities. A rare find—don’t miss this opportunity! (id:5764)

509 QUEENSWAY West, Simcoe

Listing courtesy of Van Londersele Real Estate Brokerage Ltd..

$249,000

2 Beds ⋅ 2 Baths ⋅ 40865422 MLS® #

This fully rented semi detached duplex offers immediate cash flow and is an excellent addition to any real estate portfolio. Each unit features 1 bedroom, a full kitchen, and a 4-piece bathroom, providing comfortable and functional living space for tenants. The property offers its own private driveway give you lots of parking, a detached garage, and a full basement, adding convenience and valuable storage space. Ideally located close to shopping, schools, restaurants, and other everyday amenities, this income-producing property combines strong rental appeal with long-term investment potential. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this is an opportunity you won't want to miss (id:5764)

102 STANLEY Street, Simcoe

Listing courtesy of Royal LePage Trius Realty Brokerage.

$498,000

4 Beds ⋅ 4 Baths ⋅ 40865427 MLS® #

Attention investors! Rare opportunity to purchase both sides of a semi-detached property together as one package. Each side is a separate property, offering potential for investors, multi-generational living, or future resale as individual units. This fully rented fourplex offers immediate cash flow and is an excellent addition to any real estate portfolio. Each unit features 1 bedroom, a full kitchen, and a 4-piece bathroom, providing comfortable living accommodations for tenants. The property offers ample parking for all units, making it highly desirable for renters. An on-site laundry facility adds convenience, while the detached garage provides valuable storage space for equipment, maintenance supplies, or personal belongings. Ideally located close to shopping, schools, restaurants, and other amenities in the heart of Simcoe, this income-producing property combines strong rental appeal with long-term investment potential. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the others this is an opportunity you won't want to miss! (id:5764)

100 STANLEY Street, Simcoe

Listing courtesy of Royal LePage Trius Realty Brokerage.

$249,000

2 Beds ⋅ 2 Baths ⋅ 40865421 MLS® #

This fully rented semi detached duplex offers immediate cash flow and is an excellent addition to any real estate portfolio. Each unit features 1 bedroom, a full kitchen, and a 4-piece bathroom, providing comfortable and functional living space for tenants. The property offers ample parking, a finished basement, an attractive feature for renters, while the on-site laundry facilities add everyday convenience and provide the flexibility to be used for additional storage. With tenants responsible for their own utilities, this property provides efficient income stream. Ideally located close to shopping, schools, restaurants, and other amenities, this income-producing property combines excellent rental appeal with long-term investment potential. Whether you're looking to expand your portfolio or occupy one unit while generating income from the other, this is an opportunity you won't want to miss. (id:5764)

100 STANLEY Street, Simcoe

Listing courtesy of Royal LePage Trius Realty Brokerage.

Simcoe Homes under $500,000

Newest Simcoe Homes under $500,000