Ravine-Milton Homes For Sale

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House for sale: 7095 GUELPH LINE, Milton

32 photos

$1,899,000

7095 Guelph Line, Milton (Rural Milton West), Ontario L0P 1B0

3 beds
3 baths
57 days

Derry Road/Guelph Line Discover your dream property in Campbellville! Nestled in the picturesque Niagara Escarpment, this extraordinary property spans nearly 19 acres of untouched nature, offering an idyllic retreat for nature lovers. With the serene Limestone Creek meandering through the land,

Listed by: Peter Norman Mickus ,Royal Lepage/j & D Division (905) 464-4291
Apartment for sale: 306 - 630 SAUVE STREET, Milton

28 photos

$599,000

306 - 630 Sauve Street, Milton (1023 - BE Beaty), Ontario L9T 9A6

2 beds
2 baths
1 day

Derry & Sauve Welcome to this Large well maintained open concept, 9Ft Ceilings, Modern Living, 2 Bedroom, 2 Bathroom condo with Oversized Windows. This bright open concept layout features a modern kitchen with stainless steel appliances. The spacious living/family room features a walk-out to

Listed by: Domenic Di Martino ,Real Estate Advisors Inc. (416) 691-3000
House for sale: 307 HINTON TERRACE, Milton

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$1,399,900

307 Hinton Terrace, Milton (1032 - FO Ford), Ontario L9E 1C8

6 beds
4 baths
5 days

Whitlock & Leger ***LEGAL BASEMENT APARTMENT*** RAVINE LOT backing on to GREENSPACE***No Side Walk***. The famous "Woodstock Model" featuring modern and practical layout. Welcome to this beautiful, bright & sunny 4+2 Bed Fully Detached Home That Ticks All The Boxes. A true pride of ownership

Muhammad Ali Nasir,Re/max Escarpment Realty Inc.
Listed by: Muhammad Ali Nasir ,Re/max Escarpment Realty Inc. (905) 639-7676
Apartment for sale: 408 - 443 CENTENNIAL FOREST DRIVE, Milton

40 photos

$719,900

408 - 443 Centennial Forest Drive, Milton (1037 - TM Timberlea), Ontario L9T 6A1

2 beds
2 baths
18 days

Ontario St S/Centennial Forest Enjoy penthouse-level living in this top-floor suite In Centennial Forest Heights! Welcome To 408, A Spacious 1,239 Sq. Ft. Top Floor Suite In The Sought-After Centennial Forest Heights, An Exclusive Adult Condominium Community In The Heart Of Milton. 2 Large

Shahida Rzeszutek,Icloud Realty Ltd.
Listed by: Shahida Rzeszutek ,Icloud Realty Ltd. (416) 277-3552
House for sale: 417 TONELLI LANE, Milton

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$1,399,999

417 Tonelli Lane, Milton (1033 - HA Harrison), Ontario L9T 0L4

4 beds
4 baths
6 days

Cross Streets: N/A. ** Directions: Savoline/Derry Rd. Welcome to this exceptional ravine-lot home offering over 3,300 sq. ft. of beautifully finished living space in a highly desirable location. Thoughtfully designed with a bright, open-concept layout, the main floor showcases 9-ft ceilings,

Listed by: Atty Zarrinkoub ,Remax Your Community Realty (905) 731-2000
House for sale: 170 CRAWFORD CRESCENT, Milton

48 photos

$1,799,000

170 Crawford Crescent, Milton (Campbellville), Ontario L0P 1B0

7 beds
6 baths
15 days

REID SIDEROAD & CRAWFORD CRES Discover this magnificent 4+3 bedroom estate home on a sprawling 1.1-acre lot in the prestigious and picturesque hamlet of Campbellville, where tranquil country elegance meets unparalleled convenience. This thoughtfully designed residence features a fully contained

Thomas Hannah,Royal Lepage Meadowtowne Realty Inc., Brokerage
Listed by: Thomas Hannah ,Royal Lepage Meadowtowne Realty Inc., Brokerage (905) 878-8101
Row / Townhouse for sale: 355 HOBBS CRESCENT, Milton

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$929,000

355 Hobbs Crescent, Milton (1027 - CL Clarke), Ontario L9T 0J3

4 beds
4 baths
70 days

Tupper/Laurier Imagine a quiet morning. You step outside with coffee in hand, greeted not by traffic or neighbors, but by the gentle shimmer of a pond and the soft rustle of trees. No rear neighbors. Just peace.Welcome to Cottage in the City - a rare gem tucked into a family-friendly neighborhood

Listed by: Manuel Jaramillo ,Sutton Group Realty Systems Inc. (416) 669-3976
House for sale: 11150 MENZIES COURT, Milton

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$2,990,000

11150 Menzies Court, Milton (Brookville/Haltonville), Ontario L0P 1B0

5 beds
4 baths
136 days

Cross Streets: Mcphail Way & Menzies. ** Directions: Guelph Line / 15 Side Road. Step into this luxurious 5-bedroom custom-built residence, ideally positioned on a quiet court in the heart of Brookville. Nestled on a breathtaking 2-acre lot, this exceptional Churchill Estates home offers over

Mila Stets,Right At Home Realty
Listed by: Mila Stets ,Right At Home Realty (905) 565-9200
Row / Townhouse for sale: 694 SAUVE STREET, Milton

30 photos

$859,900

694 Sauve Street, Milton (1023 - BE Beaty), Ontario L9T 8M4

3 beds
3 baths
24 days

Cross Streets: Derry Rd/Sauve St. ** Directions: Derry Rd - Sauve St. Set in Milton's Beaty neighbourhood, 694 Sauve Street is the kind of freehold townhome that makes day-to-day life feel simple, and gives you the space and privacy many buyers want instead of stepping into condo living. It's

House for sale: 30 MAIN STREET N, Milton

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$1,150,000

30 Main Street N, Milton (Campbellville), Ontario L0P 1B0

3 beds
3 baths
40 days

401 & Guelph Line Rare Offered Opportunity to Purchase Such An Amazing Paradise Home With A Massive Premium Mixed-Use Gem on Main St. Campbellville! Zoned C-4 Hamlet Commercial Allows Multiple Residential and Commercial Uses. Ample of Opportunities When It Comes to Zoning Allowance and Can

Gary Zhu,Canada Home Group Realty Inc.
Listed by: Gary Zhu ,Canada Home Group Realty Inc. (905) 337-9888
House for sale: 1335 BRITTON CRESCENT, Milton

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$2,249,999

1335 Britton Crescent, Milton (1032 - FO Ford), Ontario L9E 1L5

6 beds
5 baths
72 days

Cross Streets: Regional Rd 25 & Whitlock Ave. ** Directions: Britton Cres is off Whitlock Ave west ofRegional Rd 25. Your opportunity to own a fully customized home on a private street at the desirable Oakville/Milton border. Set on an oversized pie-shaped lot backing onto ravine and conservation

Robin Kerwin,Royal Lepage Signature Realty
Listed by: Robin Kerwin ,Royal Lepage Signature Realty (905) 568-2121
Row / Townhouse for sale: 355 HOBBS Crescent, Milton

48 photos

$929,000

355 Hobbs Crescent, Milton, Ontario L9T 0J3

3 beds
4 baths
108 days

Tupper/Laurier Imagine a quiet morning. You step outside with coffee in hand, greeted not by traffic or neighbors, but by the gentle shimmer of a pond and the soft rustle of trees. No rear neighbors. Just peace. Welcome to Cottage in the City — a rare gem tucked into a family-friendly

Listed by: Manuel Jaramillo ,Sutton Group Realty Systems (416) 669-3976
Apartment for sale: 313 - 443 CENTENNIAL FOREST DRIVE, Milton

36 photos

$695,000

313 - 443 Centennial Forest Drive, Milton (1037 - TM Timberlea), Ontario L9T 6A1

2 beds
2 baths
27 days

Cross Streets: Ontario St S. & Laurier Ave. ** Directions: Ontario Street S. to Centennial Forest Drive. Beautiful open concept unit that fills with natural light from the plentiful windows overlooking a treed ravine. The inviting kitchen with breakfast bar opens to the vast dining room and

Listed by: Michael J Morgan ,Re/max Real Estate Centre Inc. (905) 878-7777
House for sale: 194 MANLEY LANE, Milton

48 photos

$1,279,000

194 Manley Lane, Milton (1029 - DE Dempsey), Ontario L9T 5N8

6 beds
5 baths
13 days

Thompson and Main Welcome to this beautifully appointed 4-bedroom, 5-bathroom detached residence with a double-car garage, ideally located in Milton's highly desirable Dempsey neighbourhood and backing onto full privacy in the form of a tranquil ravine. A bright, double-height foyer leads you

Listed by: Andrew Doumont ,Keller Williams Referred Urban Realty (416) 572-1016
Row / Townhouse for sale: 56 - 6020 DERRY ROAD, Milton

50 photos

$849,900

56 - 6020 Derry Road, Milton (1033 - HA Harrison), Ontario L9T 8L6

3 beds
3 baths
10 days

Derry Rd/Tremaine Rd A bright and beautifully positioned end-unit townhome backing onto ravine greenery! A rare layout that feels more like a semi. Flooded with natural light from its many windows, this home offers tranquil views of the Niagara Escarpment. This 3 bedroom, 3 bathroom home features

Simmi Minhas,Re/max Hallmark Realty Ltd.
Listed by: Simmi Minhas ,Re/max Hallmark Realty Ltd. (416) 494-7653
Row / Townhouse for sale: 68 - 6020 DERRY ROAD, Milton

43 photos

$849,000

68 - 6020 Derry Road, Milton (1036 - SC Scott), Ontario L9T 8L6

3 beds
3 baths
11 days

Derry Rd/Tremaine Stunning Mattamy 2013 built home. Backing onto a ravine for privacy and proximity to nature. This is a one of a kind 3 storey, spacious 3 bedroom w/ 3 bath home. Walk out to backyard & great functional layout for family . Dining and living rooms on main floor, kitchen with

Row / Townhouse for sale: 7 - 445 ONTARIO STREET S, Milton

40 photos

$898,777

7 - 445 Ontario Street S, Milton (1037 - TM Timberlea), Ontario L9T 9K2

4 beds
3 baths
6 days

Derry Rd / Ontario St South Executive End-Unit - Biggest Lot In The Complex!! This Beautifully Upgraded Home Is Set On An Expansive, Premium Lot Surrounded By Mature Trees And No Rear Neighbours Backing Onto Sixteen Mile Creek And The Sam Sherratt Trail. With 1,900 Sq. Ft. Of Bright, Open Living

Triplex for sale: 12072 DERRY ROAD, Milton

20 photos

$3,499,999

12072 Derry Road, Milton (1044 - TR Rural Trafalgar), Ontario L9T 7J6

9 beds
8 baths
33 days

Cross Streets: Derry Rd/Sixth Line. ** Directions: Derry Rd/Sixth Ln. Fabulous Location, Great Property Over 5200 Sqft Of Finished Space For Investor Or End User. Owner Has Spent $$$$$ To Build It, Just Under 3 Acre Along The Sixteen Mile River Across From Trafalgar Golf And Country Club. A

Listed by: Shenjia Rong ,Aimhome Realty Inc. (905) 276-0880
Row / Townhouse for sale: 694 SAUVE Street, Milton

30 photos

$859,900

694 Sauve Street, Milton, Ontario L9T 8M4

3 beds
3 baths
24 days

Derry Rd - Sauve St Set in Milton’s Beaty neighbourhood, 694 Sauve Street is the kind of freehold townhome that makes day to day life feel simple, and gives you the space and privacy many buyers want instead of stepping into condo living. It’s clean, well maintained, and move-in

Row / Townhouse for sale: 13 - 445 ONTARIO STREET S, Milton

32 photos

$699,000

13 - 445 Ontario Street S, Milton (1037 - TM Timberlea), Ontario L9T 9K2

4 beds
3 baths
1 day

Derry/Ontario S Look no further! A rare ravine offering with no rear neighbors-backing onto Sixteen Mile Creek& the Sam Sherratt Trail-and an EV-charger ready garage + Upgraded 200A Electrical Panel. Thoughtfully upgraded with over $50,000 in builder enhancements and no carpet throughout, this

John Chang,Remax Yc Realty
Listed by: John Chang ,Remax Yc Realty (905) 475-4750
House for sale: 45 MILTON STREET, Bracebridge

45 photos

$614,999

45 Milton Street, Bracebridge (Macaulay), Ontario P1L 1G9

4 beds
3 baths
23 days

Cross Streets: Queen St & Entrance Dr. ** Directions: Cedar Lane to Entrance Dr, turn left on Queen to Shier St, follow to Young, turn left at Milton Street. Tucked along a quiet dead-end street, this large 2,400 square foot, semi-detached home comprises a 3-bedroom main residence and a separate

Listed by: Nicole Stephen ,Re/max Jazz Inc. (905) 728-1600
House for sale: 11 PETERSON STREET, Blandford-Blenheim

48 photos

$799,000

11 Peterson Street, Blandford-Blenheim (Drumbo), Ontario N0J 1G0

4 beds
4 baths
3 days

Cross Streets: Peterson St and Wilmot St N. ** Directions: Oxford Rd 29, continue West to Drumbo, turn right onto Peterson St. Over 2,700 sq. ft. of refined living space with a separate side entrance to the basement and a premium ravine-like lot! Welcome to this stunning custom-built two-storey

Listed by: Ankurdeep Ankurdeep ,Newgen Realty Experts (905) 236-2000

Ravine Milton properties appeal to buyers who want privacy, green views, and a long-term hold in a high-demand part of Milton, Ontario, Canada. If you're searching for ravine lot homes for sale, it helps to understand how conservation rules, municipal zoning, financing, and seasonal market rhythms shape both daily life and future resale. The guidance below draws on Halton Region norms and Town of Milton practices; where regulations vary by municipality or conservation authority, verify locally before you commit.

What makes a Milton ravine lot uniquely valuable

In Milton, a “ravine lot” typically backs onto protected valleylands, creeks, woodlots, or the broader Natural Heritage System. Expect enhanced privacy, reduced traffic behind, and a stronger sense of connection to trails and the Niagara Escarpment. That setting is a key driver of value—particularly in established neighbourhoods near Bronte/Sixteen Mile Creek and Escarpment-view pockets. Premiums tend to be highest for unobstructed vistas, walk-out basements, and wider rear exposure.

Keep in mind that “ravine” is a descriptive term rather than a zoning category; the land may also be mapped as hazard or environmental protection lands under Halton Region and Conservation Halton policies. Those designations influence what you can build, where you can fence, and how you maintain slopes or trees.

Ravine Milton: zoning, conservation, and what you can and can't do

Most urban lots are governed by the Town of Milton Zoning By-law (commonly referenced as 016-2014, as amended). If your rear lot line touches a valley or watercourse, additional layers apply:

  • Conservation Halton regulates development in and adjacent to watercourses, floodplains, and erosion hazards. Expect setback requirements from the stable top of bank; in some cases 7.5–30 metres or more may apply, depending on slope stability, soils, and feature sensitivity.
  • Greenbelt Plan and Halton's Natural Heritage System mapping can introduce limits on site alteration, tree removal, and grading.
  • Near the Escarpment, the Niagara Escarpment Commission (NEC) may require a Development Permit, particularly for lands designated Escarpment Natural or Escarpment Protection. See local examples of Milton Niagara Escarpment properties to understand typical settings.

Practical implication: pools, large decks, retaining walls, walk-out conversions, or additions often need both municipal permits and Conservation Halton clearance. Order a current zoning compliance letter and speak with the conservation authority before finalizing your offer. In some tracts, rear fencing and tree work require permits. Buyers on corridors like Derry Road or close to Guelph Line should also consider traffic, noise studies, and access constraints when the lot backs onto a valley feature.

Lot grading, drainage, and top-of-bank definitions

Top-of-bank is a technical term defined through a surveyor or geotechnical review, not just the visible slope edge. If you plan to re-grade or add hardscaping, anticipate engineered drawings and potential securities. On resale, providing stamped approvals for prior works can boost buyer confidence.

Financing, insurance, and appraisal notes

Most lenders treat Milton ravine homes as standard residential, but underwriters will review appraisal commentary about adverse conditions (erosion risk, encroachments, or limited yard usability). For homes with significant slopes or minor encroachments into regulated areas:

  • Appraisers may use fewer direct comparables; premiums are market-tested and vary by neighbourhood (e.g., Scott, Beaty, Willmott, Clarke). Data from portals like KeyHomes.ca helps appraisers and buyers triangulate appropriate adjustments.
  • Insurers may ask about prior water intrusion, sumps, or slope stability reports. Some carriers price higher deductibles for walk-out basements near watercourses.

Example: A buyer of a walk-out ravine in postal area L9T 2X7 obtains a recent topographic survey and a letter from Conservation Halton confirming no recent erosion activity. The appraisal cites this documentation to support value stability and the lender removes a conditional holdback.

Lifestyle appeal and day-to-day realities

Ravine living delivers fewer rear neighbours, mature trees, and better sightlines. In Milton, that often pairs with trail access and local parks. However, you'll also experience increased wildlife, leaf drop, and shade. Yard usability may be segmented: a flat “plateau” near the house, then a slope. Owners who prefer low maintenance might plan native plantings along the slope and a compact, level entertainment area at grade.

If transit is important, proximity to Milton GO Station–oriented listings can offset commute times while still delivering green-space appeal.

Resale potential and pricing dynamics

Ravine premiums reflect scarcity and orientation. Back-to-green with southwest exposure tends to sell faster than shaded north-facing lots of equal size. In tract-built communities, certain builder elevations and rear widths command outsized interest—profiled in neighbourhood snapshots like Scott Boulevard area homes and Mattamy-built Milton communities.

Key takeaway: Documentation sells. A tidy file with permits for decks or patios, a recent lot grading certificate, and conservation correspondence can preserve your premium at resale. If you're eyeing addresses near Hobbs Crescent L9T 0J1 or comparable pockets, review past sales on data-driven platforms such as KeyHomes.ca to understand the precise premium for your micro-location versus the local street grid.

Seasonal market trends for Milton's ravine segment

Spring typically yields the broadest buyer pool and strongest competition; late summer and December can offer relative value if inventory sits through vacations or holidays. Ravine segments can be more “event-driven”: when a rare model with an ideal exposure lists, multiple offers can surface even in balanced conditions. Conversely, heavy snow cover can obscure slope conditions in winter; some buyers prefer to inspect once thaw reveals grading and water flow. Expect nuanced pricing and time-on-market fluctuations around school calendars and rate announcements.

Rural, Escarpment, and cottage-style ravines near Milton

Beyond the urban grid, rural Milton and Escarpment corridors deliver cottage-like ravine settings with wells, septics, and larger treed lots. Explore examples via rural Milton listings and properties on acreage around Milton.

  • Wells: Ask for potability tests (coli/chem), well yield, and age/depth. Lenders often require a clear water test on closing.
  • Septic: Commission a septic inspection with pump-out and locate permits/as-builts. Ravine slopes may limit replacement options; reserve area sizing matters.
  • Drive access: In snow/ice, steep escarpment driveways can require 4WD and professional plowing; confirm winter serviceability.

Escarpment and valley influences can narrow building envelopes. A walk-out basement is attractive but must be engineered for drainage and egress. See Guelph Line corridor homes for examples of rural-ravine topography and Escarpment-adjacent options with NEC oversight.

Investment and short-term rental considerations

Investors like ravine lots for tenant appeal and lower turnover. However, short-term rental (STR) rules are municipality-specific and evolving across Ontario. In Milton, confirm the current Town by-law, licensing/registration status, and any condo corporation restrictions before underwriting revenue. Where STRs are permitted, additional parking and noise controls are common, and conservation setbacks still govern exterior changes. Conservative underwriting assumes standard long-term rents unless you have written municipal confirmation on STR eligibility.

Illustration: An investor near Hobbs Crescent L9T 0J1 models long-term rent for a 4-bed with a walk-out, then treats any STR income as upside only if municipal approvals, insurance riders, and platform compliance are firmly in place.

Neighbourhood and corridor notes

Urban ravine pockets are sprinkled through family-oriented subdivisions. Data-backed searches—such as owning a house in Milton guides and listings—can help you distinguish between true greenbelt backs and utility or storm blocks that look green but behave differently at resale. For buyers preferring single-level living with yard privacy, scan Milton bungalow options that back onto valleylands. If you commute along Derry, compare rear exposures via curated views of Derry Road–area homes; similarly, Scott Boulevard offers pockets with creek-adjacent trails attractive to families.

For buyers who prize walkability and transit, pairing a ravine backdrop with proximity to the Milton GO Station zone can future-proof resale. And if the Escarpment view is non-negotiable, keep an eye on Mattamy-era communities with strategic rear exposure as well as rural fringes along Guelph Line.

How to evaluate a specific ravine lot

  • Title and survey: Confirm lot limits, easements, and whether any part of the property is designated hazard or environmental protection.
  • Conservation file: Ask sellers for past approvals/permits; call Conservation Halton with roll number for site-specific guidance.
  • Physical inspection: After rainfall or snowmelt, check swales, sump activity, and slope weeping. Drone or elevated photos can help visualize the bank.
  • Neighbourhood comps: Use micro-area comparables (same builder series, rear width, and exposure). Resources like KeyHomes.ca aggregate recent sales and listing trends without the hype.
  • Insurance and utilities: Price water/sewer vs. well/septic; confirm insurer appetite for walk-out basements near watercourses.

Sample scenarios and buyer takeaways

Renovation plan: You wish to add a 12' deck to a home backing onto Sixteen Mile Creek. The Town requires a building permit; Conservation Halton requires a setback review. You may need helical piles engineered to avoid destabilizing the slope. Budget for consulting fees and longer timelines; approvals add confidence at resale.

Financing nuance: A lender conditions approval on an appraiser's view of marketability. You provide trailing six months of ravine sales in L9T 2X7 and documentation that no part of the structure is within a regulated hazard zone. The condition clears without a rate change.

Seasonal strategy: In late November, inventory is thinner but so are casual buyers. A well-presented ravine lot with fall foliage photos and summer deck permits pre-loaded can command attention even as showings slow.

Throughout your search, lean on credible, local sources. Many buyers start with neighbourhood research and filtered mapping on KeyHomes.ca, then validate findings with a licensed professional who understands conservation overlays and Milton's zoning layers. As you compare ravine lot homes for sale—whether near Hobbs Crescent L9T 0J1, along established corridors, or in rural Milton—align your plans with what's actually permitted today, not just what the view suggests is possible.