Head Street Loop, Hamilton, ON, Canada

Head Street Loop - Nearby Homes for Sale

Name: Head Street Loop
Address: Hamilton, Ontario, Canada

Hamilton, Ontario, Canada

Living Near Head Street Loop

Buyers searching for homes near Head Street Loop usually want two things: access and context. This page is built to make that comparison easier by combining available listings, street-level location details, and nearby amenities in one place. Instead of jumping between different tools, you can review homes and local points of interest side by side, then decide which streets or neighborhoods match your priorities. For Hamilton, ON, that means you can quickly compare options around a known destination before spending time on private tours.

Right now, this page shows 53 nearby homes and 20 surrounding points of interest. You can use the listing table to compare address, bed and bath counts, and list price, then use the categories section to understand what types of amenities are clustered around the area. Top nearby category signals include Transport. This structure helps you compare convenience, neighborhood activity, and market options without leaving the page.

If you are relocating or narrowing your search, start with the homes shown here, then expand your review to nearby categories and additional location details. This workflow gives a more complete picture than price alone and helps avoid shortlisting homes that do not fit your day-to-day needs. Availability and pricing can change quickly, so checking this page regularly is useful when you are actively searching near Head Street Loop. Once a property looks promising, contact an agent to confirm the latest status and schedule a showing.

Frequently Asked Questions

How many homes are currently listed near Head Street Loop?

There are currently 53 active or coming-soon homes displayed near Head Street Loop on this page.

What information does this page include for homes near Head Street Loop?

This page includes nearby home listings, home prices, bedroom and bathroom counts, and nearby points of interest around Head Street Loop in Hamilton.

How can I compare neighborhoods around Head Street Loop?

Use the nearby homes table and points-of-interest sections to compare listing prices, surrounding amenities, and local access points before scheduling a tour.

Homes for sale near Head Street Loop, Hamilton, ON, Canada

Address	Bed / Bath	Listing Price
31 Kemp Drive, Hamilton ON L9H 2N1 Lovingly cared for and beautifully maintained, this charming 3-bedroom bungalow is nestled in a quiet, established neighbourhood and offers an inviting setting for family living. Ideally located close to schools, parks and everyday amenities while just a leisurely stroll from the quaint downtown of Hamilton, ON Living Area: 1010 Sqft.	3 Beds, 1 Bath	$699,900
2 Helen Street, Dundas ON L9H 1N3 A private Mid-Century Modern oasis just steps to Downtown Dundas and Dundas Driving Park! Bike or walk to McMaster U! Generous space with gorgeous views nestled in forested splendour, with huge lower level with separate entrance, easy in-law! Freshly painted inside and outside. Sip your morning coff Dundas, ON Living Area: 1869 Sqft.	3 Beds, 2 Baths	$1,149,999
19 Hillsdale Court, Dundas ON L9H 6H1 Welcome to 19 Hillsdale Court in Dundas - a charming two-storey home with 3 bedrooms, 1.5 bathrooms, 1, 140 sq. ft. of living space, and some pretty spectacular Escarpment views! Step inside to a bright, open-concept main floor featuring a spacious living and dining area, a beautiful bay window, and Dundas, ON Living Area: 1140 Sqft.	3 Beds, 2 Baths	$899,900
49 Park Street E, Dundas ON L9H 1C9 Welcome home to your private oasis in the heart of Dundas. This updated 3 bedroom 2 bathroom house is situated on a deep 120ft lot backing directly onto greenspace, providing privacy and serene nature views with lush, easy-to-maintain, perennial gardens kept effortless by a built-in irrigation syste Dundas, ON Living Area: 1773 Sqft.	3 Beds, 2 Baths	$799,000
285 Macnab Street, Dundas ON L9H 2K5 At 285 MacNab Street, you’re part of an established Dundas neighbourhood where you can walk to shops, cafes, restaurants, parks, the arena, pool and theatre, even waterfalls... and the everyday things that make living in town so convenient. Built in 1910, this two-storey semi has the character you Dundas, ON Living Area: 1159 Sqft.	2 Beds, 1 Bath	$539,900
54 Mayfair Avenue, Dundas ON L9H 3L1 Fully renovated since 2021, this custom-designed bungalow has been meticulously curated by designer Alison Knapp and is nestled in one of Dundas’s most sought-after neighbourhoods. Offering 2600sqft of total living space, 3+2 bedrooms and 3 full bathrooms, the home blends timeless design with a mo Dundas, ON Living Area: 1800 Sqft.	5 Beds, 3 Baths	$1,750,000
94 Highway 8, Flamborough ON L9H 4V5 DRIVE IN • SETTLE IN • STAY FOREVER More than a home, 94 Highway No. 8 in West Flamborough (Greensville) is a rare lifestyle property offering country serenity, recreation, & a home-based business opportunity. Set among rolling countryside, mature trees, & scenic trails, it combines rural tranqu Flamborough, ON Living Area: 1810 Sqft.	3 Beds, 2 Baths	$1,999,900
39 Park Street E, Dundas ON L9H 1C9 Best of both worlds in the heart of Dundas—urban convenience paired with your own private park-like setting. Set on an exceptional 0.369-acre lot just steps to downtown, this bright and character-filled 2.5-storey home blends timeless charm with thoughtful updates throughout. Step inside to an ope Dundas, ON Living Area: 1856 Sqft.	4 Beds, 2 Baths	$949,900
150 Davidson Boulevard, Dundas ON L9H 7N6 Welcome to your dream forever home in one of Dundas’s most sought-after, family-friendly neighborhoods! Perfectly situated just steps from peaceful walking trails, parks, and green space—and only minutes from excellent schools and all the wonderful amenities of Downtown Dundas—this all-brick, Dundas, ON Living Area: 3023 Sqft.	4 Beds, 4 Baths	$1,395,000
131 Huntingwood Avenue, Hamilton ON L9H 6X5 Welcome to this exceptional 3, 228 square foot, 2-storey residence in the heart of Dundas, perfectly situated just steps away from Veterans Park and excellent schools. This beautifully landscaped property offers an inviting blend of space, comfort, and luxury, making it an ideal retreat for those wh Hamilton, ON Living Area: 3228 Sqft.	4 Beds, 4 Baths	$1,099,900
319 King Street W, Dundas ON L9H 1W5 Welcome to this beautifully updated 2 storey century home nestled in the heart of historic Dundas, where timeless character meets modern comfort. Thoughtfully renovated throughout, this charming home offers a bright and inviting open concept main floor designed for everyday living and entertaining. Dundas, ON Living Area: 1150 Sqft.	2 Beds, 2 Baths	$799,900
21 Moss Boulevard, Dundas ON L9H 6S3 Welcome to this stunning, fully detached home located in the highly desirable Highland Park neighbourhood of Dundas with full in-law suite and walk-out basement. Offering 2, 673 square feet of beautifully maintained above-grade living space, this property boasts an exceptional layout featuring 6 spa Dundas, ON Living Area: 2673 Sqft.	6 Beds, 4 Baths	$1,250,000
340 King Street W, Dundas ON L9H 1W7 Rare Opportunity in the Heart of Dundas! Welcome to this charming 1895 bungalow offering TWO legal non-conforming units in one of Dundas’ most desirable locations on King Street West. Whether you’re looking to live in one unit and offset your mortgage by renting the other, accommodate extended f Dundas, ON Living Area: 1526 Sqft.	3 Beds, 2 Baths	$639,900
2 JAMESON Drive Welcome to your own private retreat in the heart of Greensville. Backing onto peaceful forest and set on an incredible oversized lot, this fully updated four-bedroom side-split offers the perfect balance of nature, style and community. Thoughtfully renovated from top to bottom, this home showcases b Flamborough, ON Living Area: 1774 Sqft.	5 Beds, 2 Baths	$1,199,900
216 HATT STREET OPPORTUNITY KNOCKS in the charming town of Dundas! Whether you're looking to move in, invest in rental income, or explore development potential, this newly renovated 4-bedroom, 2-bathroom detached home, set on an expansive lot, offers endless possibilities, making it perfect for savvy buyers and inv Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 2 Baths	$799,999
2 Jameson Drive, Flamborough ON L9H 5A2 Welcome to your own private retreat in the heart of Greensville. Backing onto peaceful forest and set on an incredible oversized lot, this fully updated four-bedroom side-split offers the perfect balance of nature, style and community. Thoughtfully renovated from top to bottom, this home showcases b Flamborough, ON Living Area: 1774 Sqft.	5 Beds, 2 Baths	$1,199,900
2 JAMESON DRIVE Welcome to your own private retreat in the heart of Greensville. Backing onto peaceful forest and set on an incredible oversized lot, this fully updated four-bedroom side-split offers the perfect balance of nature, style and community. Thoughtfully renovated from top to bottom, this home showcases b Hamilton (Greensville), ON Living Area: Sqft.	5 Beds, 2 Baths	$1,199,900
90 Victoria Street, Dundas ON L9H 2C2 Located in one of Dundas’ most sought-after historic neighbourhoods, this character-filled home offers a wonderful mix of timeless charm, generous living space and important modern updates. Set on a quiet, tree-lined street surrounded by beautiful stone and brick homes, the location is hard to bea Dundas, ON Living Area: 2204 Sqft.	5 Beds, 2 Baths	$1,249,900
22 ROSEBOUGH Street Welcome to this beautifully renovated four-bedroom, three-bathroom side-split home in the sought-after Grand Vista Community of Greensville. Perfectly designed for families, this property is located directly across from a park and offers a private backyard ideal for relaxing or entertaining. The ope Dundas, ON Living Area: 1692 Sqft.	4 Beds, 3 Baths	$1,199,999
22 ROSEBOUGH STREET Welcome to this beautifully renovated four-bedroom, three-bathroom side-split home in the sought-after Grand Vista Community of Greensville. Perfectly designed for families, this property is located directly across from a park and offers a private backyard ideal for relaxing or entertaining. The ope Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 3 Baths	$1,199,999
90 Davidson Boulevard, Dundas ON L9H 7M3 Set in one of Dundas' most desirable neighbourhoods, this fully renovated 4+1 bedroom, 2.5-bathroom home sits on a 49 x 114 ft lot including an in-ground pool in the backyard. The main floor features a home office currently functioning as an aesthetics suite, 2-piece bath, open living room with gas Dundas, ON Living Area: 1922 Sqft.	5 Beds, 3 Baths	$1,299,800
90 DAVIDSON Boulevard Set in one of Dundas' most desirable neighbourhoods, this fully renovated 4+1 bedroom, 2.5-bathroom home sits on a 49 x 114 ft lot including an in-ground pool in the backyard. The main floor features a home office currently functioning as an aesthetics suite, 2-piece bath, open living room with gas Dundas, ON Living Area: 2883 Sqft.	5 Beds, 3 Baths	$1,299,800
87 NEWCOMBE ROAD N Prime Location & Lifestyle!! One of the newest homes in the neighbourhood, ideally situated for those who appreciate both nature and convenience. Whether you enjoy exploring nearby hiking trails and conservation areas, spending time on the golf course or at the curling club, or value being close to Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 3 Baths	$1,449,900
47 WITHERSPOON Street Same owners for almost 50 years! This loved home has been well maintained and cared for over the years. Situated on an extra wide lot in one of Dundas' most sought-after neighbourhoods. Tucked away on a quiet street with no rear neighbours, this property provides a fully fenced backyard built for en Dundas, ON Living Area: 1956 Sqft.	3 Beds, 2 Baths	$999,000
47 WITHERSPOON STREET Same owners for almost 50 years! This loved home has been well maintained and cared for over the years. Situated on an extra wide lot in one of Dundas' most sought-after neighbourhoods. Tucked away on a quiet street with no rear neighbours, this property provides a fully fenced backyard built for en Hamilton (Dundas), ON Living Area: Sqft.	3 Beds, 2 Baths	$999,000
47 Witherspoon Street, Dundas ON L9H 2C4 Same owners for almost 50 years! This loved home has been well maintained and cared for over the years. Situated on an extra wide lot in one of Dundas' most sought-after neighbourhoods. Tucked away on a quiet street with no rear neighbours, this property provides a fully fenced backyard built for en Dundas, ON Living Area: 1451 Sqft.	3 Beds, 2 Baths	$999,000
265 MACNAB STREET North CONTACT OWNER DIRECTLY: Click “More Information” on REALTOR.ca for questions, showings and buyer-agent commission details. This beautifully well maintained 2.5-storey house is move-in ready. Located in the sought-after family friendly Strathcona neighborhood; steps from West Harbour GO station, Hamilton, ON Living Area: 1800 Sqft.	4 Beds, 2 Baths	$680,000
67 Newcombe Road, Dundas ON L9H 7T3 Beautiful 4+1-bedroom family home located in one of Dundas’ most sought-after neighbourhoods backing onto conservation with no rear neighbours. Just steps to de Lottinville Park, Dundas Valley Conservation hiking trails, and minutes to fantastic schools, this home offers the perfect balance of nat Dundas, ON Living Area: 2412 Sqft.	5 Beds, 3 Baths	$1,299,900
67 NEWCOMBE Road Beautiful 4+1-bedroom family home located in one of Dundas’ most sought-after neighbourhoods backing onto conservation with no rear neighbours. Just steps to de Lottinville Park, Dundas Valley Conservation hiking trails, and minutes to fantastic schools, this home offers the perfect balance of nat Dundas, ON Living Area: 3262 Sqft.	5 Beds, 3 Baths	$1,299,900
67 NEWCOMBE ROAD Beautiful 4+1-bedroom family home located in one of Dundas' most sought-after neighbourhoods backing onto conservation with no rear neighbours. Just steps to de Lottinville Park, Dundas Valley Conservation hiking trails, and minutes to fantastic schools, this home offers the perfect balance of natur Hamilton (Dundas), ON Living Area: Sqft.	5 Beds, 3 Baths	$1,299,900
77A CREIGHTON Road Situated on a generous, fully fenced lot in Dundas, this detached sidesplit offers approximately 1, 100 sq. ft. above grade, three bedrooms, two full bathrooms, and a functional layout ready for its next owner. The open concept main level features hardwood flooring throughout, a bright living room w Dundas, ON Living Area: 1645 Sqft.	3 Beds, 2 Baths	$699,000
16 WITHERSPOON Street Welcome to 16 Witherspoon, ideally located in the heart of downtown Dundas at the base of the Escarpment. Enjoy an unbeatable location just streps to Driving Park, scenic waterfalls, walking trails, the Dundas Museum, Dundas Little Theatre, the Memorial Community Centre, the Dundas School of Art, vi Dundas, ON Living Area: 1498 Sqft.	3 Beds, 1 Bath	$825,000
117 HWY 8 Nestled in the heart of picturesque Greensville, this charming two-storey century home offers the perfect blend of timeless character and modern comfort. Featuring 5 spacious bedrooms and 2.5 bathrooms, this home boasts soaring high ceilings, generous principal rooms, and an abundance of natural lig Greensville, ON Living Area: 3460 Sqft.	5 Beds, 3 Baths	$1,149,900
117 Hwy 8, Greensville ON L9H 4V7 Nestled in the heart of picturesque Greensville, this charming two-storey century home offers the perfect blend of timeless character and modern comfort. Featuring 5 spacious bedrooms and 2.5 bathrooms, this home boasts soaring high ceilings, generous principal rooms, and an abundance of natural lig Greensville, ON Living Area: 3017 Sqft.	5 Beds, 3 Baths	$1,149,900
23 LANTERN LANE Tucked in the heart of Dundas, on a picturesque street, 23 Lantern Lane is a truly exceptional Tudor-inspired residence offering 6+1 bedrooms, 4.5 bathrooms, timeless elegance, and impeccable pride of ownership throughout.From the impressive interlocking stone driveway to the exquisite finishes with Hamilton (Dundas), ON Living Area: Sqft.	6 Beds, 4 Baths	$2,350,000
23 Lantern Lane, Dundas ON L9H 6N9 Tucked in the heart of Dundas, on a picturesque street, 23 Lantern Lane is a truly exceptional Tudor-inspired residence offering 6+1 bedrooms, 4.5 bathrooms, timeless elegance, and impeccable pride of ownership throughout. From the impressive interlocking stone driveway to the exquisite finishes wit Dundas, ON Living Area: 3698 Sqft.	6 Beds, 5 Baths	$2,350,000
23 LANTERN Lane Tucked in the heart of Dundas, on a picturesque street, 23 Lantern Lane is a truly exceptional Tudor-inspired residence offering 6+1 bedrooms, 4.5 bathrooms, timeless elegance, and impeccable pride of ownership throughout. From the impressive interlocking stone driveway to the exquisite finishes wit Dundas, ON Living Area: 5132 Sqft.	6 Beds, 5 Baths	$2,350,000
79 ANN STREET This rare double-wide and extra-long driveway, accommodating up to four vehicles, leads to a welcoming covered porch and stunning front door, ushering you into a bright family home. The spacious living room flows into the dining room, filled with natural light, and the eat-in kitchen boasts upgraded Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 2 Baths	$852,500
55 SUNRISE CRESCENT Approximate 1/3-acre lot backing onto the rail trail in a private cul-de-sac - an incredible opportunity tobuild, expand, or enjoy as-is. Just minutes from charming downtown Dundas, local cafés, boutiqueshopping, conservation areas, parks, and top-rated schools, this location perfectly balances pea Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 2 Baths	$759,000
55 Sunrise Crescent, Dundas ON L9H 3S1 Approximate 1/3-acre lot backing onto the rail trail in a private cul-de-sac — an incredible opportunity to build, expand, or enjoy as-is. Just minutes from charming downtown Dundas, local cafe, boutique shopping, conservation areas, parks, and top-rated schools, this location perfectly balances p Dundas, ON Living Area: 1139 Sqft.	4 Beds, 2 Baths	$759,000
304 PARK Street Welcome to 304 Park Street in the heart of Dundas, offering beautiful escarpment views, 3 bedrooms, and a newly installed front driveway along with street parking. This home has undergone a complete interior transformation with new drywall throughout, spray foam insulation, updated electrical and pl Dundas, ON Living Area: 1200 Sqft.	3 Beds, 2 Baths	$789,000
30 Jerome Park Drive, Dundas ON L9H 6H2 Nestled on a stunning ravine lot, this 2-storey brick home offers a wonderful combination of natural beauty, thoughtful updates and comfortable family living. The big-ticket items have already been taken care of, including new roof, blown-in insulation, new eavestroughs, furnace (2020), as well as t Dundas, ON Living Area: 1761 Sqft.	4 Beds, 3 Baths	$1,050,000
311 BROCK Road Rare opportunity with endless possibilities . Beautifully restored & updated 1870's century triple brick home with side addition with charm & character of yesteryear. Original red pine plank flooring with old growth ashwood 14 baseboards & 10ft high ceilings on original home main level. Beautiful up Hamilton, ON Living Area: 4855 Sqft.	6 Beds, 3 Baths	$1,375,423
311 Brock Road, Hamilton ON L9H 5H4 Rare opportunity with so much possibilities . Beautifully restored & updated 1870's century triple brick home with side addition with charm & character of yesteryear. Original red pine plank flooring with old growth ashwood 14" baseboards & 10ft high ceilings on original home main level. Beautiful u Hamilton, ON Living Area: 3573 Sqft.	6 Beds, 3 Baths	$1,375,423
55 TEWS Lane An exceptional estate residence set within one of Dundas’ most prestigious enclaves. Gracefully positioned on a pristine, professionally landscaped 1.5 acre property backing onto the protected conservation lands of Tews Falls, this remarkable bungalow offers over 4, 020 sq ft of refined main-level Dundas, ON Living Area: 6145 Sqft.	5 Beds, 5 Baths	$3,865,000
55 Tews Lane, Dundas ON L9H 7N4 An exceptional estate residence set within one of Dundas’ most prestigious enclaves. Gracefully positioned on a pristine, professionally landscaped 1.5 acre property backing onto the protected conservation lands of Tews Falls, this remarkable bungalow offers over 4, 020 sq ft of refined main-level Dundas, ON Living Area: 4642 Sqft.	5 Beds, 5 Baths	$3,865,000
1 SPRINGHILL STREET Nestled where history gracefully intertwines with modern elegance, this exceptional estate invites you to experience unparalleled luxury. Set against ancient trees & expansive views at nearly 3, 000 feet on the escarpment, this property transcends mere residence- it is a sanctuary. Spanning three se Hamilton (Greensville), ON Living Area: Sqft.	6 Beds, 6 Baths	$14,980,000
59-61 ANN STREET Attention developers, investors and builders! 3+ acre lands! in quiet Dundas! Existing house was extensively renovated. Walk up basement with separate entry. Severance was conditionally approved before (expired). Property being sold AS IS. Buyer and/or Buyer's Agent to do their Due Diligence. (id:58 Hamilton (Dundas), ON Living Area: Sqft.	6 Beds, 2 Baths	$1,999,000
27 Sun Avenue, Dundas ON L9H 5A6 Luxury living at its finest! This custom-built bungalow Built by Neven Homes is on a quiet court at the top of Dundas Hill. The Stunning home offers over 2, 713 sqft of main floor luxury living plus an additional lower level living space with walk-out , all on a premium landscaped 89.99 ft x 260.14 Dundas, ON Living Area: 2713 Sqft.	3 Beds, 4 Baths	$2,149,500
27 SUN Avenue Luxury living at its finest! This custom-built bungalow Built by Neven Homes is on a quiet court at the top of Dundas Hill. The Stunning home offers over 2, 713 sqft of main floor luxury living plus an additional lower level living space with walk-out , all on a premium landscaped 89.99 ft x 260.14 Dundas, ON Living Area: 5117 Sqft.	3 Beds, 4 Baths	$2,149,500
10 FLAMBORO Court Welcome to 10 Flamboro Court, a 3-bedroom, 2-bath bungalow tucked away on a quiet court in sought-after Greensville. Set on a large pie-shaped lot, this property offers incredible development potential…renovate the existing home or design and build the custom home of your dreams. The current home Hamilton, ON Living Area: 2228 Sqft.	3 Beds, 2 Baths	$875,000
17 TALLY HO DRIVE Discover this beautifully maintained 4-bedroom residence, nestled in a highly sought-after and tranquil area of Dundas. This property boasts a private, fully fenced yard featuring an inviting inground pool, ideal for relaxation and entertaining. As you enter, youll be greeted by a sun-filled living Hamilton (Dundas), ON Living Area: Sqft.	4 Beds, 3 Baths	$950,000
17 TALLY HO Drive Discover this beautifully maintained 4-bedroom residence, nestled in a highly sought-after and tranquil area of Dundas. This property boasts a private, fully fenced yard featuring an inviting inground pool, ideal for relaxation and entertaining. As you enter, you’ll be greeted by a sun-filled livi Dundas, ON Living Area: 1793 Sqft.	4 Beds, 3 Baths	$950,000