O'Leary 6 Properties for Sale

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House for sale: 25 GASPE Road, O'Leary

41 photos

$249,900

25 Gaspe Road, O'Leary (O'Leary), Prince Edward Island C0B 1V0

2 beds
2 baths
5 days

... vinyl windows with custom blinds - Refinished hardwood flooring - Modernized kitchen cabinetry - Added main-floor half bath - And much more! Whether you?re seeking a family home, seasonal escape or turnkey income property, this gem offers charm, convenience, and proven appeal. (id:27476)

Jamie Larkin,Northern Lights Realty Ltd.
Listed by: Jamie Larkin ,Northern Lights Realty Ltd. (902) 218-1701
House for sale: 455 Main Street, O'Leary

16 photos

$79,900

455 Main Street, O'Leary (O'Leary), Prince Edward Island C0B 1V0

2 beds
1 baths
26 days

Travel West on Route 2 to O'Leary Corner, turn left and go 4 kms to O'Leary, house on right. Nestled in the heart of O'Leary, this 2 story home is on just over 1/2 an acre. 2 large bedrooms, large eat-in kitchen, porch, heat pump, newly shingled roof are a few of the features of this home....

Joel Brennan,Royal Lepage Country Estates 1985 Ltd
Listed by: Joel Brennan ,Royal Lepage Country Estates 1985 Ltd (902) 853-5251
House for sale: 4945 Route 14, O'Leary

44 photos

$374,000

4945 Route 14, O'Leary (O'Leary), Prince Edward Island C0B 1V0

2 beds
2 baths
31 days

Welcome to a beautifully updated year-round home or cottage retreat located in the heart of West Cape, Prince Edward Island. With 300 feet of private oceanfront, this property offers unbeatable views, peaceful surroundings, and front-row seats to both breathtaking sunsets and stunning sunrises.

Listed by: Diane Mitchell ,Homelife P.e.i. Realty Inc. (902) 808-8448
462 Main Street, O'Leary

3 photos

$199,500

462 Main Street, O'Leary (O'Leary), Prince Edward Island C0B 1V0

0 beds
0 baths
32 days

Directly across the main street from convenience store, Kwik-Way Here is a property for sale right in the heart of the town of O'Leary and this property consists of two property numbers, one property has 4.31 acres and the second lot has 0.3 of acre to be sold together. This would be a great

Don Murphy,Century 21 Northumberland Realty
Listed by: Don Murphy ,Century 21 Northumberland Realty (902) 853-5036
Duplex for sale: A & B 450 Main Street, O'Leary

13 photos

$299,500

A & B 450 Main Street, O'Leary (O'Leary), Prince Edward Island C0B 1V0

0 beds
0 baths
32 days

follow main street to civic and watch for signage. Here is a side by side duplex with each side having 3 bedrooms, large eat in kitchen, living room and bath. This duplex is in town where you can walk to shopping, school, rink, medical clinic and all the amenities. There is a covered veranda

Don Murphy,Century 21 Northumberland Realty
Listed by: Don Murphy ,Century 21 Northumberland Realty (902) 853-5036
House for sale: 57 Ellis Avenue, O'Leary

42 photos

$347,900

57 Ellis Avenue, O'Leary (O'Leary), Prince Edward Island C0B 1V0

4 beds
2 baths
32 days

Follow Main Street to Park Avenue, to Ellis Avenue, watch for civic # and sign. Here is a very nice 4 bedroom home on a back street in town of O'Leary. This home has been very well maintained and in great condition. The main level has 3 bedrooms, a large bath with stand alone shower and jacuzzi

Don Murphy,Century 21 Northumberland Realty
Listed by: Don Murphy ,Century 21 Northumberland Realty (902) 853-5036

Home Prices in O'Leary

In 2025, home prices in O'Leary reflect a steady small-town market in Prince Edward Island where property condition, lot characteristics, and proximity to daily conveniences guide value. Detached homes with well-kept systems, functional layouts, and practical outdoor space often stand out, while character properties can draw interest when updates align with current buyer expectations.

For O'Leary real estate, buyers and sellers typically watch the balance between new listings and recent sales, the mix of property types entering the market, and signals from days on market and price adjustments. Seasonal patterns, renovation quality, and local employment drivers also influence sentiment, so reviewing recent comparables and understanding micro-location nuances can help set realistic expectations on both sides of the transaction.

Discover Real Estate & MLS® Listings in O'Leary

There are 6 active MLS listings in O'Leary, including 3 houses for sale. These opportunities are available across 1 neighbourhood in the community, giving shoppers a focused view of what is currently on the market.

Use search filters to refine by price range, bedrooms, bathrooms, lot size, parking, and outdoor space. Review high-quality photos and floor plans to confirm layout flow, storage, and natural light, then compare recent activity and listing histories to understand how long properties have been available and how they stack up against similar homes. Shortlist favourites, track updates, and revisit details like utility areas, entries, and potential workspace to align options with daily living needs.

Neighbourhoods & amenities

O'Leary offers a blend of established residential streets and quiet pockets near community services, schools, parks, and local shops. Many buyers evaluate walkability to everyday essentials, access to greenspace and trails, and straightforward routes to regional employment corridors. Proximity to recreation, libraries, and healthcare can be especially meaningful, as can the character of surrounding homes and the presence of mature trees or sheltered yards. These factors shape how buyers perceive long-term livability and can influence value signals between otherwise similar listings.

Listing data is refreshed regularly.

O'Leary City Guide

Set in the rolling farm country of western Prince Edward Island, O'Leary blends small-town warmth with easy access to beaches, forests, and coastal viewpoints. This O'Leary city guide introduces the community's roots, how residents make a living, what the neighbourhoods feel like, and the practicalities of getting around and enjoying the seasons. It's a helpful snapshot for anyone curious about living in O'Leary or planning a slower-paced visit in a corner of the Island where fields meet sea breezes.

History & Background

The O'Leary area sits on lands long travelled by the Mi'kmaq, whose knowledge of the Island's shores and wetlands shaped early trade and travel routes. European settlement followed with Acadian and British influences, and the community grew around agriculture, timber, and a modest crossroad economy serving nearby farms and coastal hamlets. Through the late nineteenth and early twentieth centuries, the expansion of rail and road networks encouraged local service businesses, schools, and churches to cluster here, establishing a durable rural hub that still anchors the western part of the province.

While agriculture remained the backbone, the community adapted as markets shifted. Farms diversified, small mills and service garages opened, and a steady stream of seasonal visitors discovered the scenic drive that loops past capes and lighthouses. A former rail corridor in the region was reimagined as multi-use trail, a reminder of how O'Leary often turns yesterday's infrastructure into today's recreation and connectivity. Around the region you'll also find towns like Northport that share historical ties and amenities.

Economy & Employment

Farming is the foundation of the local economy, especially potato production supported by seed growers, storage facilities, transport operators, and equipment repair shops. Many residents also find work in allied agri-food fields-grading, packaging, logistics, and quality control-reflecting how small rural centres weave together on-farm and off-farm roles. Field crops are complemented by dairy, mixed livestock, and horticulture, creating a resilient, seasonal rhythm of planting, harvest, and winter maintenance.

Beyond the fields, inshore fisheries at nearby wharves contribute to seasonal employment through harvesting, processing, and marine services. Construction trades remain busy with home renovations, farm outbuildings, and energy-efficiency upgrades, while public services-healthcare, education, and municipal operations-add stable, year-round jobs. Tourism grows steadily with each warm season, supporting accommodations, restaurants, artisan studios, and guided outdoor experiences. In recent years, reliable broadband has made remote and hybrid work more feasible, letting some professionals base themselves in O'Leary while serving clients across the Island and beyond. Together these sectors produce a balanced mix of steady and seasonal roles, typical of rural PEI communities that adapt to both market cycles and visitor patterns.

Neighbourhoods & Lifestyle

O'Leary's layout is compact, with a small-town main street at its heart and a patchwork of quiet residential lanes branching out to the countryside. In town, you'll find modest single-storey homes, classic farmhouses, and a few multi-unit options above or near shops. As you move outward, houses sit on larger lots with barns and sheds, giving way to gently undulating fields, stands of spruce and birch, and side roads that end at creeks and ponds. Neighbourhood-hopping is easy with nearby communities like Bloomfield Corner and Mill River East.

The town's social life revolves around shared spaces: a community centre, sports facilities for hockey and figure skating, baseball diamonds, playgrounds, and church halls that host craft fairs, concerts, and holiday markets. Weekend rhythms include breakfast at a café, a volunteer-run fundraiser, and a quick detour to a farm stand for seasonal produce. For things to do, locals and visitors alike head to nearby provincial parks for dune-backed beaches, stroll forested trails that offer spring wildflowers and autumn foliage, and visit small museums that interpret agricultural heritage and Island craftsmanship. In summer, community events often pair live music with local food, while in winter, residents gather for skating parties, snowshoe outings, and bonfire socials. The slower pace and friendly greetings are part of the daily texture, and newcomers frequently remark that settling into routines-grocer, post office, rink, and backroads sunset drives-comes naturally.

When considering living in O'Leary, expect practical amenities close at hand and bigger-box options a comfortable drive away. Most errands can be handled in town or nearby centres, and medical, financial, and government services are accessible within the western region. Housing stock trends toward detached homes with yards, though rental units and accessory apartments do exist; prospective renters may find the best options by asking around at local businesses and checking community boards. Gardeners will appreciate the soil and long summer days, while pet owners and cyclists enjoy quiet streets and low, rolling terrain. It's a place where small comforts and everyday reliability matter as much as the postcard scenery.

Getting Around

O'Leary is designed for easy local travel. Most in-town destinations are just a short drive or bike ride apart, and parking is straightforward at shops, services, and parks. Provincial highways radiate from the community toward regional centres, connecting to coastal lookouts, beaches, and trailheads. Cycling is pleasant from late spring through early fall, especially on low-traffic rural roads; some riders also link up with nearby multi-use trails for longer outings. For broader commuting and day trips, consider close-by hubs such as Roxbury and St. Lawrence.

Public transit is limited in much of rural PEI, so most residents rely on personal vehicles for daily needs. Rideshare arrangements among neighbours are common for school events, medical appointments, and grocery runs. If you're arriving from elsewhere on the Island, inter-community shuttle options and taxis can be booked in advance, though schedules may be sparse outside peak times. Visitors flying in typically land in the provincial capital and make the scenic drive west; with light traffic and calm secondary roads, the trip is as enjoyable as it is straightforward.

In winter, road crews maintain major routes promptly, but drivers should give extra time after storms and watch for drifting snow in open farm country. In summer, be mindful of slow-moving tractors and cyclists on shoulderless stretches. Walking is a pleasant way to take in town life-window-shopping along the main drag, pausing at community gardens, and looping past civic buildings and the rink-especially in the shoulder seasons when the air is crisp and the pace unhurried.

Climate & Seasons

Western PEI enjoys a maritime climate moderated by the Gulf of St. Lawrence, with four distinct seasons that shape local routines and recreation. Spring arrives gradually, bringing thawed fields, migrating birds, and the return of cyclists and gardeners to the streets and yards. Early in the season, ocean breezes can keep temperatures cool, so layers are useful for morning walks and evening drives. By late spring, wildflowers brighten the ditches and hedgerows, and farm stands start to fill with greens and early berries.

Summer is warm and comfortable rather than sweltering, ideal for beach days, paddling quiet inlets, and evening picnics in town parks. Breezes off the water take the edge off hot afternoons, while nights are often perfect for campfires and stargazing. Local festivals, markets, and outdoor concerts cluster in this season, and daylight stretches well into the evening. It's also prime time for agricultural work, which adds a lively hum of activity across the countryside.

Autumn is a highlight, with crisp air, colourful foliage in the shelterbelts, and harvest scenes playing out in the fields. Trails are at their best under canopies of gold and red, and seasonal menus feature Island-grown produce and seafood. Winter brings snowfall that supports snowshoeing, cross-country skiing on gentle terrain, and community rink events. Nor'easter systems can deliver blustery conditions, but they are balanced by many calm, blue-sky days that showcase the quiet beauty of farmsteads and hedgerows under a fresh blanket of snow. With the right layers and a flexible mindset, each season offers its own set of comforts-an approach that sums up O'Leary's practical, welcoming character year-round.

Neighbourhoods

What does a relaxed, Prince Edward Island pace feel like day to day? In O'Leary, it means short routines, friendly faces, and homes tucked along calm streets that invite an unhurried walk. If you're browsing homes here for the first time, KeyHomes.ca makes it simple to see how listings cluster across the community, compare styles at a glance, and save the ones that speak to you.

O'Leary is a single, close-knit community, and that's part of its charm. The residential fabric leans toward detached houses, complemented by a sprinkling of townhomes and low-rise or apartment-style options for those who prefer less upkeep. Green space weaves through the area in the form of open lawns, treed lots, and informal gathering spots, offering room to breathe without feeling remote.

Picture a day in the heart of town: modest blocks with a steady local rhythm, where errands and meet-ups happen within a compact radius. Shift toward the edges and the vibe softens again, with quieter lanes and more open-feeling properties. It's a gentle contrast rather than a divide-the centre draws activity, the outskirts dial it down-so you can choose the pace that fits your life.

For buyers who love a traditional home base, the detached streets bring familiar layouts, driveways, and yards suited to gardening, pets, or simply a sunny chair and a book. If you'd rather trade yard work for simplicity, townhouse rows and condo-style buildings cater to a lock-and-leave lifestyle while keeping you connected to community routines. Both ends of the spectrum share the same island sensibility: practical, welcoming, and unpretentious.

Greenery threads through O'Leary in accessible, everyday ways. Expect pocket-like nooks with mature trees, open corners where neighbours gather, and wide skies that make even a short stroll feel restorative. Paths and local routes link these pieces together, so it's easy to weave nature into errands or morning loops without turning it into an expedition.

Comparing Areas

  • Lifestyle fit: The central blocks feel sociable and convenient; the edges feel quieter and more open. Both offer a friendly, small-town vibe typical of Prince Edward Island.
  • Home types: Detached homes are common, with townhouses and apartment-style options adding lower-maintenance choice for different stages of life.
  • Connections: Local corridors link the community's core with its calmer edges and onward to surrounding parts of the province, keeping everyday travel straightforward.
  • On KeyHomes.ca: Use saved searches, alerts, and the map view to track new listings, sort by property style, and compare locations within the community at a glance.

If proximity to local services matters most, lean toward the community's busier blocks, where daily needs feel close and routines flow easily. These addresses often pair traditional detached homes with a few compact townhome or condo options, giving you a practical base without complicating the weekend. It's a natural fit if you prefer to keep things simple and central.

Prefer a softer backdrop? Edges of O'Leary introduce a calmer soundscape and more of that open, airy feeling. Detached homes are the norm here as well, sometimes with deeper yards or a more private setting. You're not far from the heart of town, yet the day unfolds at its own pace-perfect for those who want space for hobbies, quiet evenings, and a slower wind-down.

Condo and apartment-style living suits buyers who value ease over upkeep. Seek these near the community's busier routes and amenities, where buildings are often placed for practical access. Think lockable doors, low-maintenance routines, and just enough square footage to live comfortably without dedicating weekends to tasks.

Townhomes bridge the gap. They provide defined living areas and a neighbourhood feel while trimming back the maintenance that can come with larger lots. Many buyers appreciate how these homes sit within walkable pockets, often near everyday conveniences and casual green corners.

When you're comparing different parts of O'Leary, pay attention to street patterns and sightlines. Some blocks are framed by trees and cozy setbacks; others open onto longer views with a breezier, more spacious character. Neither is better-each carries its own rhythm. With KeyHomes.ca, you can filter by property type and toggle the map to see how those rhythms line up with available listings.

For sellers, the same neighborhood nuance helps your listing shine. Highlight the feel outside your front door-central and connected, or calm and roomy-and pair that with the home's maintenance profile. KeyHomes.ca supports this with clear search filters and side-by-side comparisons that surface your home to the right buyers.

In O'Leary, the decision isn't city versus country-it's choosing the tempo that suits you on a friendly slice of Prince Edward Island. When you're ready to explore, let KeyHomes.ca guide you through the community's streets, one thoughtfully chosen listing at a time.

Neighbourhood names and boundaries in O'Leary are locally understood and can feel fluid; rely on the specific address and property details in each listing for clarity.

Nearby Cities

If you're considering a home in O'Leary, explore neighboring communities such as Roxbury, Northport, Mill River East, North Enmore, and Bloomfield Corner.

These nearby communities can help broaden your search around O'Leary and make it easier to compare property types and local amenities as you shop for the right home.

Demographics

O'Leary tends to attract a mix of households — including families, working professionals and retirees — contributing to a close-knit, small-town community atmosphere. Local life often reflects the region's rural and agricultural character while still supporting everyday needs through schools, shops and recreational amenities.

Housing choices typically include detached homes alongside some condominiums and rental units, giving buyers a range of ownership and rental options. The overall feel leans more rural or suburban than urban, with easy access to outdoor spaces and community events that appeal to those seeking quieter, community-focused living.