6 Properties for Sale in Maidstone, Ontario

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65 SUNCREST DRIVE, Maidstone

23 photos

$214,900

65 Suncrest Drive, Maidstone, Ontario N8N 2P4

2 beds
1 baths
12 days

... reconstructed with new subfloors, electrical, plumbing, insulation, drywall, windows, roof, siding, & finishes. The result is a turn-key, worry-free property where no detail was overlooked. Situated directly across from visitor parking, enjoy unmatched convenience for guests. Located minutes from...

Paul Sulja,Deerbrook Realty Inc.
Listed by: Paul Sulja ,Deerbrook Realty Inc. (519) 890-5898
9 MIDDLE ROAD, Maidstone

24 photos

$1,100,000

9 Middle Road, Maidstone, Ontario N0R 1K0

0 beds
0 baths
13 days

Excellent opportunity to own nearly an acre of Commercially zoned land with pole bam and offices, multiple containers and fencing inventory, tools, supplies and equipment. Property is being sold as is, where is. Seller is retiring after 50 years! What an opportunity to own commercial land

Tasha Slater,Jump Realty Inc.
Listed by: Tasha Slater ,Jump Realty Inc. (519) 997-2320
House for sale: 914 LAKESHORE ROAD 101, Maidstone

45 photos

$1,749,000

914 Lakeshore Road 101, Maidstone, Ontario N0K 1K0

4 beds
4 baths
20 days

This isn’t your typical farmhouse—this is country living reimagined. custom built by Reaume homes, this contemporary-chic raised ranch with a bonus room sits on 23 acres of farmland. featuring over 2100 sq ft of stylish living space, plus a fully finished basement. The home offers

House for sale: 914 LAKESHORE ROAD 101, Maidstone

45 photos

$1,749,000

914 Lakeshore Road 101, Maidstone, Ontario N0R 1K0

4 beds
4 baths
20 days

This isn’t your typical farmhouse—this is country living reimagined. Custom built by Reaume Homes, this contemporary-chic raised ranch with a bonus room sits on 23 acres of farmland. Featuring over 2100 sq ft of stylish living space, plus a fully finished basement. The home offers

V/L Talbot ROAD, Maidstone

3 photos

$54,999

V/l Talbot Road, Maidstone, Ontario A0A 0A0

0 beds
0 baths
26 days

Located in Lakeshore adjacent to the town of Essex and 25 minutes from the Ambassador Bridge. Parcel is part bush part grass measuring 0.911 acres total (470.68 ft x 84.35 ft). Zoned CR (Rural Commercial / Employment) for uses such as Vehicle storage & Sales Establishment, Transport Terminal,

Clarke Gallie,Jump Realty Inc.
Listed by: Clarke Gallie ,Jump Realty Inc. (226) 345-2999
House for sale: 659 TALBOT ROAD, Maidstone

25 photos

$800,000

659 Talbot Road, Maidstone, Ontario N0R 1K0

2 beds
1 baths
72 days

APPROX 2 MILES WEST OF ESSEX Welcome to 655 Talbot Rd or known as County Rd 34 - approximately 5.5 acres of farmland with a charming 2 bedroom, 1 bathroom home and farm zoning (R1-6 A), newer roof (2023), gas fireplace heat. This property offers space to grow, hobby farm potential, and country

Phil Dorner,Louis Parent Realty Ltd.
Listed by: Phil Dorner ,Louis Parent Realty Ltd. (519) 796-7234

Home Prices in Maidstone

In 2025, Maidstone real estate in Ontario continues to attract buyers seeking a small-town lifestyle within reach of larger employment centres. Local demand is shaped by lifestyle priorities—quiet residential streets, access to green space, and a community-oriented pace—while supply is determined by the mix of detached homes and lower-density offerings. For buyers and sellers tracking home prices, the clearest signals are property condition, lot attributes, recent updates, and proximity to everyday amenities that support long?term value.

Rather than focusing on month-to-month volatility, market participants watch the balance of new and existing listings, the types of properties arriving on the market, and how quickly comparable homes receive offers. They follow days-on-market trends, price adjustments against recent comparables, and the mix of move-in-ready versus renovation opportunities. Together these indicators clarify negotiating leverage and indicate whether conditions favour buyers, sellers, or a more balanced Maidstone market.

Find Real Estate & MLS® Listings in Maidstone

There are 8 active listings in Maidstone, including 5 houses. This snapshot shows the current selection available to local buyers and those relocating to the area, with choices from established family homes to quieter residential properties on mature streets. Listing data is refreshed regularly and is a useful starting point when searching Maidstone Real Estate Listings.

Use search filters to zero in on what matters most: set a price range, pick preferred bed and bath counts, and refine by lot size, parking, and outdoor space. Review photos and floor plans to assess layout, natural light, and storage, then compare recent listing histories to see how each home stacks up against nearby alternatives. Shortlist promising matches, note neighbourhood characteristics and renovation potential, and revisit saved searches as new properties enter the market to stay current on Maidstone Houses For Sale.

Neighbourhoods & amenities

Maidstone offers a mix of quiet residential pockets and rural-adjacent streets where larger lots and green views are common. Buyers often weigh proximity to schools, parks, local shops, and community facilities alongside commuting routes to nearby employment hubs. Access to trails and natural spaces is a key differentiator for those prioritizing an active lifestyle, while a calm streetscape and low-traffic surroundings appeal to households seeking day-to-day ease. As you compare addresses, consider how walkability, transit connections, and distance to daily essentials align with your routine; these factors shape long-term satisfaction and help explain price differences between otherwise similar homes in Maidstone Neighborhoods.

There is 1 rental available in Maidstone, offering a limited but useful option for households exploring the area before buying or those seeking flexible tenure. Apply the same filters to refine a rental search and monitor new arrivals as the local mix evolves.

Maidstone City Guide

Set amid the fields and hedgerows of Essex County, Maidstone blends small-hamlet charm with quick connections to larger centres along the Highway 401 corridor. This Maidstone city guide highlights the area's rural roots, evolving economy, and practical details for getting around, alongside a sense of its parks, pastures, and close-knit community spirit. Whether you're planning a relocation or a weekend visit, this overview covers neighbourhood character, things to do, and everyday essentials.

History & Background

Maidstone traces its identity to the former Maidstone Township, a patchwork of farm lots and concession roads shaped by early survey lines and generations of agricultural families. Long before survey stakes, this corner of southwestern Ontario was part of the homelands and travel routes of Indigenous peoples, whose stewardship and knowledge of the land still resonate in local place names and seasonal cycles. European settlement grew around early roadways and riverside trading, and the hamlet formed where church, school, and a handful of services met at a crossroads. Through the twentieth century, farm operations modernized, drainage improved, and the area adapted to shifts in commodities and technology while preserving a distinctly rural pattern of life. In the late twentieth century, municipal restructuring integrated Maidstone into the Town of Lakeshore, aligning services and planning with neighbouring communities while retaining the hamlet's low-rise, open-space character. Around the region you'll also find towns like Tecumseh that share historical ties and amenities. Today, that continuity shows in tidy farmsteads, community halls, and conservation areas—quiet markers of a place that has evolved without losing its roots.

Economy & Employment

The local economy reflects Maidstone's dual identity as agricultural heartland and a strategic location near the Windsor-Detroit gateway. Cash crops such as corn, soy, and wheat underpin many family operations, complemented by specialty horticulture and greenhouse production across the county. Proximity to Highway 401 supports logistics, warehousing, and agri-food distribution, while service and construction trades meet steady demand from rural properties and new-build pockets around Lakeshore. Many residents commute to larger centres for work in health care, education, and public administration, and the automotive supply chain remains a major regional employer given the cross-border manufacturing ecosystem. Small businesses—from equipment repair and home-based services to cafés and country markets—add day-to-day resilience. Remote and hybrid work are more common now, with residents balancing a country address and a corporate job and using nearby co-working spaces or municipal libraries when they need a change of scene. The mix is practical and diversified, giving people options to work the land, work locally, or commute via the highway into the city.

Neighbourhoods & Lifestyle

Think of Maidstone's neighbourhoods as a mosaic of the hamlet core, rural concessions, and newer estate-lot or subdivision-style pockets along county roads. The heart of the area is modest and welcoming, with low-traffic streets, a church or two, and community spaces that host seasonal socials and fundraisers. Beyond the centre, farm lanes and hedged fields define the landscape, and many homes enjoy big skies, deep lots, and outbuildings that support hobby farming, workshops, or multi-vehicle storage. Newer builds cater to families seeking a country feel with contemporary finishes, while long-established properties reflect generational stewardship. Neighbourhood-hopping is easy with nearby communities like Woodslee and Emeryville. Recreationally, Maidstone Conservation Area is a local gem for short hikes, birdwatching, and picnics under mature trees, and the broader Lakeshore area offers playgrounds, splash pads, arenas, and ball diamonds for leagues of all ages. On weekends, residents visit farm stands, country bakeries, and shoreline stops along Lake St. Clair for sunset views or boating. If you're considering living in Maidstone, expect a lifestyle that prioritizes space and quiet, with essentials a short drive away and more specialized shopping or dining in larger town centres. Annual county fairs, harvest events, and outdoor pursuits—from cycling back roads to winter snowshoeing—help define the local calendar.

Getting Around

Maidstone is best navigated by car, with a straightforward network of county roads linking the hamlet to Lakeshore's services and to Windsor's urban amenities. Highway 401 provides quick east-west travel, while routes like Manning Road and County Road 46 connect to shopping, schools, arenas, and medical clinics across the region. Public transit is limited in rural areas, so most residents plan errands and commuting around personal vehicles; carpooling and park-and-ride routines are common for those heading into Windsor or industrial parks. Cyclists will find wide shoulders on some roads and a network of recreational trails across Essex County—ideal for weekend rides and linking small communities, though everyday cycling requires caution on busier corridors. For broader commuting and day trips, consider close-by hubs such as Mcgregor and Belle River. Regional travel options include the Windsor airport for domestic connections and VIA Rail in Windsor for intercity trains, while cross-border trips to the United States are accessible via the Ambassador Bridge or tunnel, subject to customs. Winter driving requires extra attention during storms, but road maintenance is steady and the flat grid keeps routes intuitive for new arrivals.

Climate & Seasons

Situated in one of Canada's southernmost agricultural belts, Maidstone enjoys long growing seasons, warm summers, and comparatively short, manageable winters. Lake St. Clair and Lake Erie help moderate extremes, so summer days are often sunny and breezy across the open countryside, while shoulder seasons bring comfortable afternoons for yardwork or trail walks. Winter brings snowfall, usually in bursts with clear, bright days—good for a quiet conservation-area hike or a visit to a nearby sledding hill. Spring arrives with roadside chorus frogs and returning migratory birds, and farm operations ramp up as fields dry out. Summer is prime for boating and shorefront picnics along Lake St. Clair, plus community barbecues and outdoor concerts. Autumn wraps the area in harvest colours; orchards and pumpkin patches draw visitors, and the air carries the mix of woodsmoke and fresh-cut straw you only get in farm country. For residents and visitors, the seasons create a simple calendar of activities: spring cleanups and plantings, long summer evenings, harvest markets, and winter rink time or indoor gatherings.

Nearby Cities

Home buyers interested in Maidstone can also consider neighboring communities such as Erie Beach, Cedar Springs, Erieau, Dealtown, and Charing Cross to broaden their search and compare community character and housing options.

Use these links to explore listings and information for each area, then plan visits to determine which community best complements your priorities while remaining near Maidstone.

Demographics

Maidstone, Ontario is home to a mix of long-term residents and newcomers, with households that often include families, retirees, and working professionals. The community leans toward a relaxed, community-oriented atmosphere where local schools, parks, and small businesses play a central role in daily life; some residents commute to nearby centres while others work locally.

Housing in the area generally includes a variety of options such as detached houses, townhouses, low-rise condominiums, and rental units, reflecting both established neighbourhoods and areas with newer development. The overall feel leans suburban with rural pockets nearby, offering quieter streets and accessible green space alongside essential services for those searching for Maidstone Homes For Sale or considering to Buy a House in Maidstone.