Middlewood Real Estate: 8 Houses and Condos For Sale

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100 Llewellyn Loop Road, Middlewood

20 photos

$99,000

100 Llewellyn Loop Road, Middlewood (Middlewood), Nova Scotia B4V 6L4

0 beds
0 baths
7 days

Second lot on South entrance of Llewellyn Loop off Highway 103 Discover the possibilities with this 5.41-acre property at 100 Llewellyn Loop Road in Middlewood, perfectly located on Nova Scotias sought-after South Shore. This is more than just a vacant piece of land its a property with a head...

Dale Cameron,Re/max Nova
Listed by: Dale Cameron ,Re/max Nova (902) 240-0768
Lot Llewellyn Road, Middlewood

21 photos

$54,900

Lot Llewellyn Road, Middlewood (Middlewood), Nova Scotia B4V 6K9

0 beds
0 baths
7 days

... already in place and a portion of the lot thoughtfully cleared, much of the early groundwork has been done while the remainder of the land remains beautifully treed, offering privacy and a true sense of rural charm. Located in an unzoned area of Lunenburg County, the property allows for a...

Listed by: Randell Cain ,Re/max Nova (halifax) (902) 452-8154
Lot 15 Camperdown School Road, Middlewood

12 photos

$52,900

Lot 15 Camperdown School Road, Middlewood (Middlewood), Nova Scotia B4V 6H8

0 beds
0 baths
7 days

... the existing mix of hardwood and softwood for added seclusion. This partially cleared parcel is a versatile canvas, or a smart addition to your real estate portfolio. Approximately 15 minutes from Bridgewater and close to the highway for an easy commute, making it a standout opportunity you...

Shauna Denton,Exit Realty Town & Country
Listed by: Shauna Denton ,Exit Realty Town & Country (902) 308-0870
Lot 14 Island View Drive, Middlewood

6 photos

$32,900

Lot 14 Island View Drive, Middlewood (Middlewood), Nova Scotia B4V 6J2

0 beds
0 baths
7 days

Turn off highway 102 in Middlewood on the Camperdown School Road, drive 600 meters, turn right onto Lily Lane, Drive 350 meters and turn left on Island View Drive, continue to the end, you will see Realtor sign. A nice level building lot with mature trees nestled in the middle of lake country.

Shauna Denton,Exit Realty Town & Country
Listed by: Shauna Denton ,Exit Realty Town & Country (902) 308-0870
Lot 11 Island View Drive, Middlewood

10 photos

$80,000

Lot 11 Island View Drive, Middlewood (Middlewood), Nova Scotia B4V 6J2

0 beds
0 baths
7 days

Turn off highway 102 in Middlewood on the Camperdown School Road, drive 600 meters, turn right on Lily Lane. Drive 350 meters, turn left on Island View Drive, continue to the end, you will see Realtor sign. Bring your dreams of a lakefront home or cottage to reality with this lot on Island

Shauna Denton,Exit Realty Town & Country
Listed by: Shauna Denton ,Exit Realty Town & Country (902) 308-0870
House for sale: 308 Middlewood Diversion, Middlewood

16 photos

$170,000

308 Middlewood Diversion, Middlewood (Middlewood), Nova Scotia B4V 6L8

2 beds
1 baths
34 days

... living room provide a practical layout ready to be transformed with your personal touch. Outdoors, the possibilities expand even further. A greenhouse is waiting for your gardens to take root, a shed offers room for tools and tinkering, and the acres of land give you freedom to work, play,...

Tina Williamson,Royal Lepage Atlantic (mahone Bay)
Listed by: Tina Williamson ,Royal Lepage Atlantic (mahone Bay) (902) 514-7718
House for sale: 18665 Highway 103, Middlewood

50 photos

$398,900

18665 Highway 103, Middlewood (Middlewood), Nova Scotia B4V 6L8

3 beds
2 baths
34 days

HWY 103 to Middlewood, see civic address, property on the left coming from Bridgewater. Conveniently located on HWY 103 just outside of Bridgewater in Middlewood. This home features a primary bedroom conveniently located on the main floor, along with one bathroom. The interior includes a large

Debra Porter,Royal Lepage Atlantic (new Minas)
Listed by: Debra Porter ,Royal Lepage Atlantic (new Minas) (902) 679-4657
Recreational for sale: 100 Llewellyn Loop Road, Middlewood

17 photos

$99,000

100 Llewellyn Loop Road, Middlewood (Middlewood), Nova Scotia B4V 6L4

1 beds
0 baths
61 days

Second lot on South entrance of Llewellyn Loop off Highway 103 Welcome to 100 Llewellyn Loop Road in Middlewood, a property that offers both opportunity and potential on Nova Scotias beautiful South Shore. Spanning 5.41 acres, this land is more than just a blank canvas its a space that already

Dale Cameron,Re/max Nova
Listed by: Dale Cameron ,Re/max Nova (902) 240-0768

Home Prices in Middlewood

For 2025, Middlewood real estate reflects a small-market setting where supply, presentation, and location shape buyer attention as much as headline home prices. The community's mix of established streets, rural edges, and coastal influences tends to create distinct value bands across lot characteristics, renovation quality, and proximity to everyday amenities.

In the absence of clear year-over-year signals, buyers and sellers often look to inventory balance, property mix by type and age, and days-on-market patterns to gauge momentum. Well-prepared Middlewood Real Estate Listings with thoughtful pricing, strong photography, and clear disclosure typically see earlier engagement. Detached homes, town-style layouts, and low-maintenance condos each appeal to different lifestyle needs, so benchmarks are best evaluated by comparing like-for-like properties within the same pocket and condition bracket. Seasonal listing flows, vendor motivation, and recent nearby sales narratives remain essential context for interpreting trajectory and negotiating with confidence.

Find Real Estate & MLS® Listings in Middlewood

There are 8 active listings in Middlewood, including 2 houses. These opportunities extend across 1 neighbourhood. Listing data is refreshed regularly.

Use search filters to narrow by price range, beds and baths, interior size, lot characteristics, parking, and outdoor space. Review photos, floor plans, and property disclosures to understand layout efficiency, storage, and upgrade history. Compare recent activity within the same micro-area and property type to assess whether a listing sits above, at, or below prevailing expectations for condition and location. Saved searches and thoughtful shortlists help focus on Middlewood Homes For Sale, Middlewood Houses For Sale, or other inventory that aligns with your timing, renovation appetite, and long-term plans.

Neighbourhoods & amenities

Middlewood offers a blend of small-town convenience and natural surroundings, with pockets that feel close to community services, parks, and local shops, and others that lean more rural with larger lots, tree cover, and quiet lanes. Access to commuting routes, nearby schools, and recreational spaces can influence both desirability and value perception, while proximity to water, trails, and scenic outlooks often adds lifestyle appeal. Buyers commonly weigh walkability and transit options against privacy and acreage, and they watch for streets where thoughtful renovations set a strong comparable backdrop. Understanding each micro-area's character—busy or serene, established or emerging—helps clarify which features carry the most weight when comparing similar properties in Middlewood Neighborhoods.

Middlewood City Guide

Tucked among forests and lakes on Nova Scotia's South Shore, Middlewood offers a rural rhythm that's close to nature yet within easy reach of larger service centres. This Middlewood city guide highlights how the community took shape, what daily life looks like today, and the practical details of getting around and making the most of the seasons.

Whether you're exploring options for living in Middlewood, planning a move from elsewhere in the province, or simply curious about things to do in the area, you'll find a down-to-earth place where the pace is friendly, the landscape is restorative, and local conveniences are never far away.

History & Background

Middlewood sits within Mi'kma'ki, the traditional and ancestral territory of the Mi'kmaq, whose stewardship of the land and waterways shaped the region well before European settlement. Over time, homesteads and small farms appeared along the wooded ridges and near the lakes, and a resource-based economy—especially forestry—guided early growth. Logging camps, sawmilling, and seasonal agriculture supported families, while trading routes connected inland communities to the coast and its shipbuilding ports. Around the region you'll also find towns like Hebbs Cross that share historical ties and amenities.

Through the twentieth century, improvements in roads, vehicles, and communications pulled Middlewood closer to the larger hubs on the South Shore. Residents increasingly balanced local work with commuting to nearby towns for education, healthcare, and retail. Today, Middlewood feels both old and new: heritage homesteads and family farms stand beside modern bungalows and cottages, while community life revolves around seasonal gatherings, outdoor pursuits, and the pragmatic routines of rural living.

Economy & Employment

The local economy reflects a blend of long-standing resource sectors and contemporary service work. Forestry remains part of the landscape, from silviculture and harvesting to small-scale woodlot management. Construction and the skilled trades are common, with contractors, carpenters, electricians, and heavy-equipment operators serving both rural properties and new builds around the South Shore. Agriculture tends to be modest—think gardens, hobby farms, and small livestock—yet it contributes to a strong culture of self-sufficiency and farm-gate sales.

Many residents commute to nearby centres for employment in healthcare, education, retail, logistics, and public services. This mix supports a stable routine: weekday travel for work and school, weekends anchored by errands, markets, and time on the water or in the woods. Remote work has also gained traction, with home offices tucked into spare rooms or backyard studios; reliable high-speed connections make it feasible for freelancers, creatives, and knowledge workers to live rurally without sacrificing professional opportunities. Seasonal tourism provides additional income streams, from cottage rentals and guiding to craft production and food businesses that showcase South Shore flavours.

Entrepreneurship is common: home-based bakers, mechanics with small shops, landscaping teams, outfitters, and wellness practitioners all find steady demand. This grassroots economy rewards reputation and word-of-mouth, so newcomers often find it easy to plug in by volunteering, joining local groups, or showing up to community events. The result is a practical, resilient employment picture with flexibility for different lifestyles.

Neighbourhoods & Lifestyle

Middlewood's "neighbourhoods" are defined more by roads, lakeshores, and clearings in the forest than by formal districts. Housing includes classic farmhouses, tidy bungalows, and newer builds tucked along tree-lined lanes. Lakeside cottages—some year-round, others seasonal—dot the nearby shores, offering calm water views and quick access for paddling or swimming. Neighbourhood-hopping is easy with nearby communities like Fancy Lake and Conquerall Mills.

Community life leans outdoors and hands-on. Trails and woods roads invite hiking, birding, and snowshoeing; lakes and calm river stretches suit canoes, kayaks, and paddleboards; and open clearings make room for stargazing on crisp winter nights. You'll also find informal gathering spots—halls, churches, and ball fields—where seasonal markets, craft fairs, and benefit events bring neighbours together. For families, the appeal lies in elbow room and a sense of freedom: space for gardens, pets, and projects, yet a short drive to schools, arenas, and libraries in surrounding towns.

When it comes to things to do, the rhythm changes with the seasons. Spring suggests tapping maples, prepping garden beds, and tackling small renovations. Summer highlights the lakes, with swimming, picnics, and evening campfires. Autumn delivers festival weekends, roadside stands piled with produce, and forest walks beneath bright foliage. Winter brings snow-dusted trails for fat biking and cross-country skiing, plus cozy indoor time for music jams, quilting circles, and board games. Throughout the year, you can count on local makers for baked goods, preserves, and woodcrafts, often sold directly from home.

Living in Middlewood emphasizes self-reliance and neighbourly support. Many properties have wood stoves, sheds, and space for tools; residents share tips on wells, septic systems, and winter readiness. Newcomers quickly learn where to source firewood, who to call for plowing, and which roads are best for a quiet evening dog walk. It's a lifestyle that rewards preparation, but it also offers a rare sense of belonging, reinforced by frequent friendly waves and the dependable rhythm of rural routines.

Getting Around

Middlewood is connected by provincial secondary highways and well-maintained local roads, making driving the most practical way to get around. Commuters typically head toward the South Shore's larger service centres for work, shopping, and appointments, and weekend drives link lakes, trailheads, and the coast. For broader commuting and day trips, consider close-by hubs such as Camperdown and Crousetown.

Public transit is limited in rural areas, though regional services and community shuttles may provide options for medical visits or special trips; most households keep at least one vehicle. Cyclists enjoy low-traffic loops along quiet roads and former rail corridors where permitted, while gravel riders appreciate the variety of surfaces. Walking is pleasant on local lanes, though distances between amenities can be significant, so many residents plan errands to coincide with travel to nearby towns.

Seasonal considerations matter. In winter, expect plowed roads and regular sanding, but be prepared for snow squalls and occasional freeze-thaw cycles that call for cautious driving. Spring can bring soft shoulders and muddy sections on unpaved routes; summer and fall generally offer clear, scenic drives that make even routine commutes feel like a tour through the woods.

Climate & Seasons

Middlewood experiences a classic maritime climate with four distinct seasons moderated by the nearby Atlantic. Winters are cold enough for regular snow, especially inland away from the immediate coast. The payoff is a long list of winter-friendly activities: snowshoe loops through spruce stands, cross-country ski tracks on field edges, and warm fires crackling in backyard pits or woodstoves after a day outside. Freezing rain and wind events can occur, so locals keep storm kits handy and maintain generators or alternative heat sources where possible.

Spring arrives gradually, with lingering patches of snow giving way to fresh shoots and the first peepers calling from wetlands. Expect a mix of mild days and chilly nights; many residents use this shoulder season to tune up gear, clean chimneys, and plan gardens. The woods come alive in stages—first with hardy wildflowers, then a burst of greens that transforms the trails. By early summer, lakes warm enough for long swims, and evenings stretch late enough for golden-hour paddles.

Summer is comfortably warm rather than sweltering, influenced by ocean breezes that temper heat waves. It's prime time for barbecues, roadside berry stands, and back-road drives in search of swimming spots. Humidity can spike, but shade is easy to find in surrounding forests, and water access is rarely far away. Afternoon thunderstorms roll through now and then, clearing the air and delivering dramatic skies.

Autumn is arguably the South Shore's showpiece season. Maples and birches flare into reds and golds, and the air turns crisp—ideal for hiking, cycling, and small-town festivals. Gardeners harvest late crops, firewood piles reach their winter heights, and cottages transition from summer hubs to quiet weekend retreats. The season also brings the occasional blustery system off the Atlantic; residents secure outdoor items and keep an eye on forecasts as a matter of routine.

Overall, the climate encourages a lifestyle that flows with the weather: layering up, embracing outdoor pursuits, and finding comfort in well-seasoned routines. The result is a year that feels balanced—active and bright in summer, cozy and grounded in winter—perfect for those who value both nature and a strong sense of place.

Neighbourhoods

What makes a place feel like home in Nova Scotia? Sometimes it's the easy cadence of daily life; other times it's the way a street welcomes you at dusk. In Middlewood, the neighbourhood story is about fit—how the setting supports your routines and how the homes align with your plans. KeyHomes.ca helps you read that story clearly, showing context around listings so you can compare options with confidence.

Middlewood carries the kind of community identity where small decisions shape big comfort. Think about whether you lean toward a quieter pocket or addresses closer to everyday stops. Picture the difference between a home set back from busier routes versus one that puts you within quick reach of errands. That simple preference can guide where you look first.

When it comes to home styles, approach the search by preference rather than assumption. If you're drawn to detached houses for yard space and privacy, keep your filters focused there. If a townhome layout feels right for a lower-maintenance lifestyle, set an alert that prioritizes that form. And if condo living suits your rhythm, use map view to locate buildings that align with your ideal surroundings. This way, you're sorting Middlewood options by how you live, not just by what appears at a glance.

Greenery matters to some buyers, while others prioritize a location that streamlines the morning drive. If time outdoors is part of your day, scan listing remarks for cues like nearby trails, open areas, or recreational amenities. If calm is a must, look for language that hints at low-through-traffic settings or interior streets set away from the main approach. These subtle indicators often separate a nice option from a perfect fit.

Sellers in Middlewood can think in similar terms. The way you describe street characteristics—proximity to daily needs, the feel of the block, the convenience of getting in and out—helps buyers immediately understand the lifestyle your property supports. On the buyer side, a listing's photos and captions can reveal just as much as the map: pay attention to setbacks, sightlines, and how the home sits relative to the street.

Comparing Areas

  • Lifestyle fit: Consider whether you prefer quiet side streets, easy access to recreation, or proximity to local services and gathering spots; the right balance defines the feel of your days.
  • Home types: Align your search with detached homes for extra breathing room, townhouses for convenience, or condos for simplicity; filter for the style that suits your routine.
  • Connections: Think about typical routes you'll use for errands and commuting; some addresses emphasize quick connections, others emphasize calm.
  • On KeyHomes.ca: Use saved searches, custom alerts, detailed filters, and map view to compare locations at a glance and monitor new matches as they appear.

As you explore Middlewood, imagine a typical weekday. Where do you want your first steps to take you—toward a quiet lane, a community hub, or a mixed pocket that offers a bit of both? Read listing descriptions for clues about block character and rhythms across the day. Little details, like orientation or nearby conveniences, can shift the experience more than you might expect.

If you're deciding between a more established block and one with a fresher streetscape, let the photos tell the story. Materials, landscaping, and the way porches meet the sidewalk often reveal how a street feels over time. With KeyHomes.ca, mark the listings that match these cues and create a saved search so similar homes rise to the top without extra effort.

For sellers, clarity wins. Help buyers understand where your home sits within the community arc—tucked away, centrally placed, or balanced between the two. Describe how daily tasks unfold from your front door, and highlight advantages that are easy to miss in a quick scroll. Thoughtful presentation not only attracts more views but encourages viewings that are already aligned with what your property offers.

Buyers can also compare Middlewood micro-areas by pacing through the map in small steps. Start from a listing that feels promising, then scan outwards in short increments. Notice which nearby streets keep the same tone and which shift to a different feel. On KeyHomes.ca, you can favourite clusters that resonate and mute those that don't, building a clear picture of where you'll thrive.

Middlewood moves at a pace that works for real life—unhurried where you want it, connected where you need it. Let KeyHomes.ca be your steady guide as you weigh street character, home style, and everyday rhythm, then zero in on the pocket that feels unmistakably yours.

Middlewood's community identity is straightforward, which makes it easier to focus on block-by-block feel, preferred home type, and the routines that anchor your days in Nova Scotia.

Nearby Cities

If you're considering a home in Middlewood, explore nearby communities such as East Ironbound Island, Kingsburg, Stonehurst North, Blue Rocks, and Heckmans Island.

Use the linked community pages to learn more and plan visits so you can compare local character and amenities when evaluating homes around Middlewood and the wider Middlewood Real Estate area.

Demographics

Middlewood, Nova Scotia, is typically home to a mix of families, retirees, and working professionals. Residents often value a close-knit community atmosphere and a quieter pace of life compared with larger urban centres, which is important if you're looking to Buy a House in Middlewood or explore Middlewood Homes For Sale.

Housing in the area commonly includes detached single-family homes alongside smaller condominium developments and rental options, accommodating a range of household needs. The community generally has a suburban-to-rural feel, with lifestyle appeal for those who prioritize outdoor access and local amenities while remaining connected to nearby towns. Middlewood Condos For Sale and a selection of Middlewood Real Estate Listings give buyers multiple paths into this lifestyle.