Rural-Milton Homes For Sale

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House for sale: 3100 30 SIDE ROAD, Milton

46 photos

$1,999,999

3100 30 Side Road, Milton (Rural Milton West), Ontario N0B 2K0

6 beds
6 baths
15 days

Cross Streets: Guelph Lne & Eramosa-Milton Tl. ** Directions: Take ON-401 W and Guelph Line/Halton Regional Rd 1 to 30 Side Rd. Set on 7.5 acres of picturesque countryside, this impressive 7,325 sq ft estate combines timeless elegance with modern comfort. Spread across two expansive levels,

Sumita Dhillon,Keller Williams Advantage Realty
Listed by: Sumita Dhillon ,Keller Williams Advantage Realty (416) 473-8010
House for sale: 4331 LIMESTONE ROAD, Milton

50 photos

$1,099,000

4331 Limestone Road, Milton (Rural Milton West), Ontario L0P 1B0

5 beds
3 baths
9 days

APPLEBY LN AND LIMESTONE RD Welcome to 4331 Limestone Rd, a rare opportunity to own a fully renovated home set among multi-million dollar estate properties in one of Rural Milton's most desirable pockets. Situated on an impressive 86 x 200 ft lot, this property offers exceptional value not

Unknown for sale: 9414 FIRST LINE NASSAGAWEYA W, Milton

38 photos

$1,999,900

9414 First Line Nassagaweya W, Milton (Rural Milton West), Ontario L0P 1J0

0 beds
1 baths
91 days

Cross Streets: Campbellville Road and First Line Nass or 10th Sdrd south. ** Directions: West fo Guelph Line. South of Moffat 10th Sdrd; North of Campbellville Rd. 83 Acre Farm Land Opportunity - Iconic Stone Farmhouse, Forest & Fields. This 83-acre-property - located just south of Hwy 401

Denise Dilbey,Royal Lepage Meadowtowne Realty
Listed by: Denise Dilbey ,Royal Lepage Meadowtowne Realty (416) 919-9802
House for sale: 10140 PINEVIEW TRAIL, Milton

49 photos

$5,899,000

10140 Pineview Trail, Milton (Rural Milton West), Ontario L0P 1B0

5 beds
8 baths
11 days

Guelph Line and Ten Side Road Welcome to an extraordinary luxury residence set within the prestigious enclave of Whispering Pines-a private, tree-lined haven of country estates tucked away on a quiet cul-de-sac. Custom-built by Jay Robinson, this exceptional estate showcases the perfect balance

House for sale: 9658 SECOND LINE, Milton

49 photos

$2,599,000

9658 Second Line, Milton (Rural Milton West), Ontario L0P 1B0

7 beds
6 baths
23 days

Cross Streets: Second Line and Tenth Side Road/ Highway 401. ** Directions: S on Second Line from Tenth Side Road. Tucked away in the heart of Campbellville, this 16+ ac private retreat offers a lifestyle that feels more free, more fun & entirely your own. Surrounded by mature trees while neighbouring

Wayne Baguley,Royal Lepage Rcr Realty
Listed by: Wayne Baguley ,Royal Lepage Rcr Realty (519) 941-5151
3333 DERRY ROAD W, Milton

1 photos

$1

3333 Derry Road W, Milton (Rural Milton West), Ontario L9T 2X6

0 beds
0 baths
109 days

Derry Rd W & Walkers Line 100 Acre Gravel Pit in Milton. Central to Oakville, Milton, Burlington - 10 Minutes From 401 Hwy Ramp - Large Frontage On Derry Rd and Walkers Line Unused For Many Years Very Little Extracted - Being Sold As Is. (id:27476)

5580 TREMAINE ROAD, Milton

9 photos

$2,999,900

5580 Tremaine Road, Milton (Rural Milton West), Ontario L9E 0L6

3 beds
1 baths
72 days

Cross Streets: Britannia and Tremaine. ** Directions: Tremaine south of Britannia. Approximately 2.0-acre parcel located within Milton's designated Future Strategic Employment Area, sharing the same planning framework as the surrounding Tremaine/Britannia employment lands and benefiting from

Jacob Vanderbreggen,Royal Lepage Real Estate Services Ltd.
Listed by: Jacob Vanderbreggen ,Royal Lepage Real Estate Services Ltd. (905) 257-3633
House for sale: 8546 APPLEBY LINE, Milton

50 photos

$3,599,000

8546 Appleby Line, Milton (Rural Milton West), Ontario L0P 1B0

4 beds
3 baths
219 days

Cross Streets: Appleby And Campbellville Rd. ** Directions: Appleby to Limestone Road. A rare opportunity to own 35 acres of scenic countryside on sought-after Appleby Line. This income-generating hobby farm features Multiple residences including a charming circa 1837 log home, with 4 bedrooms,

Listed by: Ryan Francis Haydar (905) 699-7646
11080 FIRST LINE NASSAGAWEYA, Milton

20 photos

$2,999,900

11080 First Line Nassagaweya, Milton (Rural Milton West), Ontario L0P 1J0

0 beds
0 baths
91 days

Cross Streets: 15th Sdrd and 1st Line. ** Directions: North of 15th Sdrd West of Guelph Line. This private oasis stands as a true treasure spanning 115+ acres of mature forest, farm fields and gentle rolling hills featuring a stream and pathways. A long driveway welcomes you to a comfortable

Denise Dilbey,Royal Lepage Meadowtowne Realty
Listed by: Denise Dilbey ,Royal Lepage Meadowtowne Realty (416) 919-9802
House for sale: 7095 GUELPH LINE, Milton

29 photos

$1,899,000

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

3 beds
3 baths
153 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
House for sale: 5651 KELSO ROAD, Milton

50 photos

$1,299,900

5651 Kelso Road, Milton (Rural Milton West), Ontario L9E 0C5

4 beds
3 baths
4 days

Cross Streets: Old Tremaine Rd and Kelso Rd. ** Directions: Tremaine Rd turn west onto Side Rd 3, after Old Tremaine rd, Side Rd 3 becomes Kelso Rd. Nestled near Kelso Conservation Area, this exceptional property offers panoramic views of the stunning Niagara Escarpment along with unmatched

Melissa Uba,Re/max Escarpment Realty Inc.
Listed by: Melissa Uba ,Re/max Escarpment Realty Inc. (905) 639-7676
9414 FIRST LINE NASSAGAWEYA, Milton

39 photos

$1,999,900

9414 First Line Nassagaweya, Milton (Rural Milton West), Ontario L0P 1J0

1 beds
1 baths
91 days

Cross Streets: N of Campbellville Rd S of 10th Sdrd. ** Directions: West of Guelph Line - north of Campbellville Road South 10 Sdrd. This rare scenic 83-acre-property - located just south of Hwy 401 and the Village of Moffat and north of Campbellville on a paved road. A beautiful blend of open

Denise Dilbey,Royal Lepage Meadowtowne Realty
Listed by: Denise Dilbey ,Royal Lepage Meadowtowne Realty (416) 919-9802
House for sale: 7651 MILBUROUGH LINE, Milton

50 photos

$8,990,000

7651 Milburough Line, Milton (Rural Milton West), Ontario L0P 1E0

11 beds
11 baths
35 days

Cross Streets: Derry Rd. /Milburough Line. ** Directions: Derry Rd./Milburough Line. Welcome to 7651 Milburough Line, an exceptional private estate set on 42 acres of picturesque countryside in Milton, complete with a spring-fed pond and 30 acres of mature sugar maple forest. A long, tree-lined

Michael Chen,Global Bricks Executive Homes Realty
Listed by: Michael Chen ,Global Bricks Executive Homes Realty (647) 282-4928
7372 GUELPH LINE, Milton

10 photos

$899,000

7372 Guelph Line, Milton (Rural Milton West), Ontario L0P 1B0

0 beds
0 baths
51 days

Cross Streets: Guelph Line and Derry Road. ** Directions: South Off 401or North off 407 at Appleby Line. 7372 Guelph Line is a 4.1 acre parcel with a partially renovated stone house and a detached garage within the Niagara Escarpment. The stone house was a partially renovated in 2024 and is

House for sale: 1200 CONSERVATION ROAD, Milton

50 photos

$3,999,999

1200 Conservation Road, Milton (Rural Milton West), Ontario L0P 1B0

6 beds
7 baths
51 days

Cross Streets: Conservation/Milburough Town Line. ** Directions: McNiven Rd/Conservation/1st Line Nassagewaya. Stunning newly built custom estate on 4+ acres in Milton's rural corridor! 5,103 sq.ft. above grade, finished walk-out basement - over 7,600 sq.ft. of total luxury living. Grand double-height

Vijay Kumar,Icloud Realty Ltd.
Listed by: Vijay Kumar ,Icloud Realty Ltd. (647) 261-1873
House for sale: 13601 GUELPH LINE, Milton

49 photos

$2,549,000

13601 Guelph Line, Milton (Rural Milton West), Ontario N0B 2K0

4 beds
4 baths
38 days

Cross Streets: Guelph Line & 32. ** Directions: Guelph Line and 32. Nestled in the tranquil countryside of Brookville, this custom built Viceroy Home sits on an expansive 36.56-acre property with over 3,500 square feet of living space and offers a harmonious blend of natural beauty and versatile

Listed by: Megan Ethier ,Coldwell Banker Escarpment Realty (519) 853-2600
House for sale: 10090 PINEVIEW TRAIL, Milton

50 photos

$6,299,000

10090 Pineview Trail, Milton (Rural Milton West), Ontario L0P 1B0

4 beds
6 baths
301 days

Cross Streets: Guelph Line and Ten Side Road. ** Directions: Guelph Line / Ten Side Road / Pineview Trail. STONEGATE MANOR - AN ARCHITECTURAL MASTERPIECE! Nestled on 2.5 acres of manicured grounds behind private gates in prestigious Whispering Pines Estates, Stonegate Manor is a palatial estate

Unknown for sale: 7388 GUELPH LINE, Milton

29 photos

$11,500,000

7388 Guelph Line, Milton (Rural Milton West), Ontario L0P 1B0

0 beds
0 baths
51 days

Cross Streets: Guelph Line and Derry Road. ** Directions: South Off 401or North off 407 at Appleby Line. A unique investment and user opportunity, spanning 138 acres within the Niagara Escarpment. The property features existing residential and agricultural improvements, as well as a creek running

1101 DERRY ROAD, Milton

40 photos

$3,650,000

1101 Derry Road, Milton (Rural Milton West), Ontario L7P 0E2

4 beds
2 baths
6 days

Cross Streets: Derry Rd/ Milbourough Town line. ** Directions: Miburuogh Town line left turn to Derry Rd. Exceptional 23.5-acre turnkey greenhouse and agricultural property minutes from the GTA. Strategically located on Business Highway 7 with 751 ft of high-visibility frontage, this rare agricultural

Youming Zhao,Right At Home Realty
Listed by: Youming Zhao ,Right At Home Realty (905) 807-9368
House for sale: 1175 DERRY ROAD, Milton

50 photos

$4,199,000

1175 Derry Road, Milton (Rural Milton West), Ontario L0P 1B0

5 beds
6 baths
60 days

Derry Rd & McNiven Rd Welcome to your private retreat - this stunning custom-built home (2017) sits on 17 acres of serene countryside, offering over 6,345 sq. ft. of above grade luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury

Saber Jeet Kanwar,Re/max Real Estate Centre Inc.
Listed by: Saber Jeet Kanwar ,Re/max Real Estate Centre Inc. (905) 270-2000
House for sale: 7021 TWISS ROAD, Milton

49 photos

$989,900

7021 Twiss Road, Milton (Rural Milton West), Ontario L0P 1B0

3 beds
3 baths
15 days

Cross Streets: Derry / Twiss. ** Directions: Derry to Twiss. Welcome To 7021 Twiss Road in Countryside Campbellville! This All Brick, Sprawling Bungalow is well positioned on a 1/2 Acre mature treed lot. The long and private double wide drive leads to the built in Double garage with inside

13403 SECOND LINE, Milton

34 photos

$3,495,000

13403 Second Line, Milton (Rural Milton West), Ontario L0P 1B0

4 beds
3 baths
31 days

Cross Streets: 25 Sideroad & Second Line. ** Directions: 401,North on Guelph Line, West on 25 Sideroad, North on Second Line. 97+ acres (approx 60 workable) with big personality offering something for your whole family! Here's the impressive offering ... for the car collector a 2016 custom

Sandy Dalton,Royal Lepage Real Estate Services Ltd., Brokerage
Listed by: Sandy Dalton ,Royal Lepage Real Estate Services Ltd., Brokerage (905) 845-4267
House for sale: 7196 MCNIVEN ROAD, Milton

44 photos

$3,500,000

7196 Mcniven Road, Milton (Rural Milton West), Ontario L0P 1B0

3 beds
3 baths
10 days

Cross Streets: McNiven Road & Derry Rd. ** Directions: Guelph Line to Derry Rd to McNiven Rd. Rare opportunity to combine business and residential living on one exceptional property. An electronic gated entry welcomes you to a picturesque 9.8-acre setting featuring a flowing stream, mature

Listed by: Vickie Cooper ,Re/max Escarpment Realty Inc. (905) 631-8118
House for sale: 5595 25 SIDE ROAD, Milton

50 photos

$1,799,000

5595 25 Side Road, Milton (1041 - NA Rural Nassagaweya), Ontario L7J 2L7

4 beds
4 baths
24 days

Cross Streets: 25 Side Road & Nassagaweya-Equesing Townline. ** Directions: North of Milton and South of Acton. Majestic homestead is set on a private and peaceful 10 acre property in the Town of Milton. This unique property blends century charm with a rural lifestyle. The 1832 stone farmhouse

Denise Dilbey,Royal Lepage Meadowtowne Realty
Listed by: Denise Dilbey ,Royal Lepage Meadowtowne Realty (416) 919-9802
Unknown for sale: 13062 NASSAGAWEYA ESQUESI TOWNLINE, Milton

15 photos

$1,300,000

13062 Nassagaweya Esquesi Townline, Milton (1041 - NA Rural Nassagaweya), Ontario L7J 2W8

0 beds
0 baths
204 days

Cross Streets: HWY401 West To Exit On Northwest On Regional Rd 25 N; Turn Left On 22 Side Rd; Turn Right On Nassagaweya-Esquesing Townline; Lot On Your Left. ** Directions: HWY 25 & 25 Side Road. Incredible 10 Acres (Approx.) Of Farm Land In The Town Of Milton/Halton Hills. Perfect Opportunity

1093 LOWER BASE LINE W, Milton

17 photos

$6,300,000

1093 Lower Base Line W, Milton (1044 - TR Rural Trafalgar), Ontario L9E 0H6

0 beds
0 baths
129 days

Cross Streets: Between 4th and 5th Line. ** Directions: West of Trafalgar Road onto Lower Base Line. East of Hwy 25 onto Lower Base Line. 5.634 acres located on the north side of Lower Base Line in the Future Development area of South-East Milton, between 4th and 5th Line. Frontage of 250.9

4250 DONALDSON LANE, Milton

12 photos

$1,800,000

4250 Donaldson Lane, Milton (1041 - NA Rural Nassagaweya), Ontario L0P 1H0

0 beds
0 baths
22 days

5th Line and 15th Side Rd Team Tiger presents a once-in-a-lifetime opportunity that awaits the most discerning of buyers.Introducing Arbour Gates - an extraordinarily rare, private gated community, nestled in one ofMilton's most coveted settings, where prestige, privacy, and natural beauty

Listed by: Rob Hans ,Re/max Millennium Real Estate (647) 222-4267
House for sale: 5327 EIGHTH LINE, Milton

17 photos

$9,750,000

5327 Eighth Line, Milton (1044 - TR Rural Trafalgar), Ontario L0P 1E0

3 beds
1 baths
20 days

Cross Streets: Lower Base/Eighth Line. ** Directions: Trafalgar-Lower Base- Eighth Line. Prime 15 Acre Parcel Ideally Located Between Milton And Mississauga Offering Exceptional Long-Term Potential. Currently Zoned A1, This Property Falls Within The Town Of Milton's Urban Area And Is Identified

Matthew Gabraiel,Royal Lepage Real Estate Associates
Listed by: Matthew Gabraiel ,Royal Lepage Real Estate Associates (416) 400-9579
House for sale: 11099 SIXTH LINE NASSAGAWEYA, Milton

50 photos

$1,750,000

11099 Sixth Line Nassagaweya, Milton (1041 - NA Rural Nassagaweya), Ontario L7J 2L7

3 beds
3 baths
16 days

15 SDRD/ 6TH LINE NASSAGAWEYA Welcome to this exceptional 15-acre nature retreat offering the perfect blend of privacy, functionality, and rural charm. Set in a picturesque setting with a serene pond and fountain and private trails throughout the property, this unique offering is ideal for

House for sale: 13160 NASSAGAWEYA ESQUESING TOWNLINE, Milton

40 photos

$8,499,900

13160 Nassagaweya Esquesing Townline, Milton (1041 - NA Rural Nassagaweya), Ontario L7J 2L7

6 beds
8 baths
232 days

Cross Streets: 25 Side Road/Nassagaweya Esquesing Townline. ** Directions: Hwy 25 - 25 Side Rd - Nassagaweya Esquesing Townline. Set on 5 forested acres along the Milton/Halton Hills border, this estate designed by the celebrated David Small Designs stands as one of the most significant private

House for sale: 11012 FIRST LINE, Milton

1 photos

$590,000

11012 First Line, Milton (1041 - NA Rural Nassagaweya), Ontario L0P 1J0

4 beds
1 baths
15 days

Cross Streets: 1ST LINE & 15TH SIDEROAD. ** Directions: Travelling on 401 W, exit Guelph Line and travel North, turn left (west) on 15th Side Rd, turn right (north) on First Line Nassagaweya, turn left on 11012. Unlock the potential of this charming country home situated on a .25-acre lot in

Frank Leo,Re/max West Realty Inc.
Listed by: Frank Leo ,Re/max West Realty Inc. (416) 917-5466
4321 SIXTH LINE, Milton

15 photos

$9,999,998

4321 Sixth Line, Milton (1044 - TR Rural Trafalgar), Ontario L5T 5S3

0 beds
2 baths
16 days

Cross Streets: Hwy 407/Sixth Line. ** Directions: East side of 6th line, north of HWY 407,approx 800 m east of sixteen mile creek. Seller Retiring Live + Work opportunity featuring 13.8 acres with direct Highway 407 exposure and convenient access via Sixth Line in Milton. Strategically located

House for sale: 13701 FOURTH LINE NASSAGAWEYA, Milton

49 photos

$3,099,000

13701 Fourth Line Nassagaweya, Milton (1041 - NA Rural Nassagaweya), Ontario N0B 2K0

4 beds
7 baths
17 days

4th Line/30 Side Rd A Signature Estate in Nassagaweya. Set at the end of a long, tree-lined drive, this remarkable custom-built 4-bedroom, 7-bathroom residence delivers over 6,100 sq. ft. above grade plus approx 2,000 sq. ft. finished walk-out lower level. The grand two-storey foyer leads to

House for sale: 13311 SIXTH LINE, Milton

50 photos

$6,280,000

13311 Sixth Line, Milton (1041 - NA Rural Nassagaweya), Ontario L7J 2L7

9 beds
10 baths
109 days

Sixth Line & 25th Side Road, Halton A Rare Executive Estate. Unmatched Privacy. Limitless Possibilities. Set on 5.76 acres of private, tree-lined grounds, this custom-built estate offers a secluded retreat just minutes from the GTA. Meticulously crafted by its original owners, the home perfectly

House for sale: 4345 RANDOM ACRES ROAD, Milton

49 photos

$3,288,000

4345 Random Acres Road, Milton (1041 - NA Rural Nassagaweya), Ontario N0B 2K0

5 beds
6 baths
60 days

Cross Streets: Fifth Line Nassagaweya and Random Acres Rd. ** Directions: Fifth Line Nassagaweya to Random Acres Rd. Welcome to a home where country serenity meets contemporary elegance. Set on just over 2 acres of lush, tree-lined property, this exceptional 5-bedroom, 6-bath residence offers

House for sale: 5136 15 SIDE ROAD, Milton

47 photos

$1,798,800

5136 15 Side Road, Milton (1041 - NA Rural Nassagaweya), Ontario L9T 2X7

4 beds
3 baths
4 days

Cross Streets: Hwy25 and 15 Side Road. ** Directions: Continue onto ON-401 W, Use the right lane to take the James Snow Pkwy/Route 4 ,Turn right onto Regional Rd 25,Turn left onto 15 Side Rd. Country Dream living at its best! 240 ft of private frontage and over 1800 ft depth totaling 10 SCENIC

James S. Hodgins,Hodgins Realty Group Inc.
Listed by: James S. Hodgins ,Hodgins Realty Group Inc. (905) 855-8700
House for sale: 11113 FIFTH LINE, Milton

45 photos

$1,299,900

11113 Fifth Line, Milton (1041 - NA Rural Nassagaweya), Ontario N0B 2K0

3 beds
2 baths
7 days

Cross Streets: Fifteen Sideroad and Fifth Line. ** Directions: 5 Sideroad north on Sixth Line West Fifteenth Sideroad to Fifth Line North to house. Amazing 1.3 acre park-like peaceful setting for this beautifully renovated home. Almost 2400 square feet with stunning open concept kitchen (2020)

Listed by: Michael J Morgan ,Re/max Real Estate Centre Inc. (905) 878-7777
House for sale: 4220 ENNISCLARE DRIVE, Milton

46 photos

$2,499,000

4220 Ennisclare Drive, Milton (1041 - NA Rural Nassagaweya), Ontario N0B 2K0

5 beds
5 baths
16 days

Cross Streets: 20th SR and 4th Line Nass. ** Directions: Between 25th and 20th RD of 4th line Nass. Personal Sanctuary in Prestigious Ennisclare Woods. Tucked away on 2.85 private acres, this property feels like your own exclusive resort. A fenced saltwater pool with a waterfall feature and

Listed by: Pam Furniss ,Re/max Real Estate Centre Inc. (905) 878-7777
House for sale: 8411 ERAMOSA/MILTON TOWNLINE, Guelph/Eramosa

45 photos

$1,050,000

8411 Eramosa/milton Townline, Guelph/Eramosa (Rural Guelph/Eramosa East), Ontario N0B 2K0

3 beds
2 baths
46 days

Cross Streets: HWY 7 AND WELLINGTON RD 3221. ** Directions: HWY 7 BETWEEN ROCKWOOD AND ACTON TURN ONTO ERAMOSA MILTON TOWNLINE. FIRST PROPERTY ON LEFT SIDE. Escape to your own private oasis with this meticulously maintained, custom-built country property. A raised bungalow offering the perfect

Karen Jans,Royal Lepage Royal City Realty
Listed by: Karen Jans ,Royal Lepage Royal City Realty (519) 824-9050
House for sale: 7702 MCNIVEN Road, Milton

50 photos

$1,650,000

7702 Mcniven Road, Milton, Ontario L0P 1B0

3 beds
2 baths
9 days

Derry Rd to McNiven Embrace a desired change of pace with this stunning Mid-Century Modern home, a true architectural gem nestled within a private oasis of forests and conservation land. Set on an impressive 25.29 acres, this remarkable property offers the rare advantage of exceptionally low

Vickie Cooper,Re/max Escarpment Realty Inc.
Listed by: Vickie Cooper ,Re/max Escarpment Realty Inc. (905) 631-8118
1101 DERRY Road, Milton

41 photos

$3,650,000

1101 Derry Road, Milton, Ontario L7P 0E2

1 beds
0 baths
126 days

401 via Twiss Rd /McNiven Rd , Right to Derry Rd Exceptional 23.5-acre turnkey greenhouse and agricultural property minutes from the GTA. Strategically located on Business Highway 7 with 751 ft of high-visibility frontage, this rare agricultural asset offers fertile sandy loam soil, two acres

Youming Zhao,Right At Home Realty
Listed by: Youming Zhao ,Right At Home Realty (905) 807-9368
House for sale: 2091 COUNTRY LANE COURT, Milton

48 photos

$1,650,000

2091 Country Lane Court, Milton (Moffat), Ontario L0P 1J0

5 beds
3 baths
17 days

Cross Streets: First Line Nassagaweya/15 Side Rd. ** Directions: Guelph Line N. to Ten Side Rd W. to First Line Nassagaweya to Country Ln Crt. Set amongst executive residences on a quiet court in rural Milton, 2091 Country Lane Court is a private 1.49 acre family home offering space, privacy,

Troy Mclean,Sotheby's International Realty Canada, Brokerage
Listed by: Troy Mclean ,Sotheby's International Realty Canada, Brokerage (905) 845-0024
House for sale: 1101 DERRY Road, Milton

43 photos

$3,650,000

1101 Derry Road, Milton, Ontario L7P 0E2

1 beds
0 baths
126 days

401 via Twiss Rd /McNiven Rd , Right to Derry Rd Exceptional 23.5-acre turnkey greenhouse and agricultural property minutes from the GTA. Strategically located on Business Highway 7 with 751 ft of high-visibility frontage, this rare agricultural asset offers fertile sandy loam soil, two acres

Youming Zhao,Right At Home Realty
Listed by: Youming Zhao ,Right At Home Realty (905) 807-9368
House for sale: 2000 15TH SIDE ROAD, Milton

49 photos

$1,750,000

2000 15th Side Road, Milton (Moffat), Ontario L0P 1B0

4 beds
3 baths
3 days

Cross Streets: First Line. ** Directions: HWY 36 to 15th Side Road. This private country estate is located in the highly sought-after community of Moffat. Situated on a beautifully landscaped 207 x 207 ft lot surrounded by mature trees and open green space, 2000 15 Side Rd offers a rare blend

Mark Thomas Woehrle,Re/max Escarpment Realty Inc.
Listed by: Mark Thomas Woehrle ,Re/max Escarpment Realty Inc. (905) 512-1846
11080 FIRST LINE NASSAGAWEYA, Milton

21 photos

$2,999,900

11080 First Line Nassagaweya, Milton (Moffat), Ontario L0P 1J0

0 beds
0 baths
21 days

Between 17th & 15th Sdrd Exceptional 115-Acre Parcel Bordering Moffat Town Limits Agricultural Opportunity with Long-Term Potential. An outstanding opportunity to acquire approximately 115.60 acres of Secondary Agricultural(A2) zoned land located just north of the growing community of Moffat

Denise Dilbey,Royal Lepage Meadowtowne Realty
Listed by: Denise Dilbey ,Royal Lepage Meadowtowne Realty (416) 919-9802
House for sale: 12295 SIXTH LINE NASSAGAWEYA Line, Milton

50 photos

$2,300,000

12295 Sixth Line Nassagaweya Line, Milton, Ontario L7J 2L7

5 beds
4 baths
23 days

South on Sixth line from 25 Sideroad. Set on a breathtaking 16-acre private estate, this fully renovated 3,000 sq ft bungalow is a rare offering where luxury, tranquility, and possibility converge. Designed for elevated living, the home features soaring cathedral ceilings, exposed beams, and

Joseline Nicholas,Re/max Icon Realty
Listed by: Joseline Nicholas ,Re/max Icon Realty (226) 777-5833
House for sale: 11215 AMOS DRIVE, Milton

41 photos

$1,695,000

11215 Amos Drive, Milton (Brookville/Haltonville), Ontario L0P 1B0

6 beds
3 baths
99 days

Cross Streets: 15th Side Road & Guelph Line. ** Directions: GUELPH LINE & BLACKLOCK ST. Escape to your own private, tree-lined retreat at 11215 Amos Drive in Milton's Brookville Estates. Set on two acres, this spacious detached two-story home offers a peaceful sanctuary surrounded by mature

House for sale: 170 CRAWFORD CRESCENT, Milton

37 photos

$2,399,000

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

7 beds
5 baths
Today

REID SIDEROAD & CRAWFORD CRES Discover this magnificent 5+2 bedroom, 6 bathroom (3 on the second floor, 1 on the main floor & 2 in the basement) estate home on a sprawling 1.1-acre lot in the prestigious and picturesque hamlet of Campbellville, where tranquil country elegance meets unparalleled

Thomas Hannah,Royal Lepage Meadowtowne Realty Inc., Brokerage
Listed by: Thomas Hannah ,Royal Lepage Meadowtowne Realty Inc., Brokerage (905) 878-8101
House for sale: 2000 15 SIDE Road, Milton

50 photos

$1,750,000

2000 15 Side Road, Milton, Ontario L0P 1B0

4 beds
3 baths
3 days

15th Side Road and First Line Escape to your own private country estate in the highly sought-after community of Moffat. Nestled on a beautifully manicured 207 x 207 ft lot surrounded by towering mature trees and a massive, lush green lawn, 2000 15 Side Rd offers the perfect blend of serene

House for sale: 13311 SIXTH LINE NASSAGAWEYA, Milton

50 photos

$6,280,000

13311 Sixth Line Nassagaweya, Milton, Ontario L7J 2L7

6 beds
8 baths
16 days

Sixth Line & 25th Side Road, Halton A Rare Executive Estate. Unmatched Privacy. Limitless Possibilities. Set on 5.76 acres of private, tree-lined grounds, this custom-built estate offers a secluded retreat just minutes from the GTA. Meticulously crafted by its original owners, the home perfectly

Rural Milton: what buyers, investors, and cottage-seekers should know

Set against the Niagara Escarpment and Halton's protected countryside, rural Milton offers a blend of agricultural land, estate lots, hamlet living, and wooded ravines that appeal to move-up buyers, small-scale hobby farmers, and weekend retreat seekers. If you're exploring rural Milton, early homework on zoning, servicing, conservation approvals, and financing is essential. This area's unique overlays, from Greenbelt policies to Escarpment control, can shape what you can build, add, or rent—and will influence both carrying costs and resale.

Where “rural Milton” begins and how it differs from in-town

Outside the urban boundary—north and west toward Campbellville, Moffat, Brookville, and Nassagaweya—you'll encounter larger lots, wells and septic systems, and more direct interaction with conservation authorities. Roads like 15 Side Road, Guelph Line, and Henderson Road Milton connect pockets of estate homes, farmsteads, and forested parcels. By contrast, in-town Milton (think the Scott Boulevard corridor or established stretches along Main Street) leans suburban with municipal water/sewer, sidewalks, and a wider mix of retail and transit options.

Because buyer pools and lender comfort levels differ between rural and suburban properties, pricing spreads and days-on-market can diverge—especially in shoulder seasons when acreage properties show differently than townhomes in Mattamy-built neighbourhoods.

Zoning, overlays, and permissions: read the fine print

Greenbelt, NEC, and Conservation Halton

Many rural parcels fall under the Greenbelt Plan and may also be within the Niagara Escarpment Commission (NEC) area or regulated by Conservation Halton. Each layer has specific rules about new structures, grading, tree removal, and site alteration. If you're eyeing escarpment-view acreage, start with the Town's zoning plus Niagara Escarpment listings around Milton to understand the likely approval path. Expect more scrutiny near wetlands, watercourses, and significant woodlands.

Permitted uses and Minimum Distance Separation (MDS)

Rural zones often permit agriculture, home occupations, and accessory buildings, but intensification is limited. Minimum Distance Separation rules protect livestock operations from encroachment; an otherwise perfect building site or garden suite could be prohibited if too close to a barn or manure storage. Key takeaway: always request an up-to-date zoning compliance letter and MDS check before waiving conditions.

Severances and Additional Residential Units (ARUs)

New lot creation is tightly controlled on prime agricultural lands. Ontario has enabled ARUs as-of-right in many residential zones, but in rural Milton these provisions can be curtailed by environmental constraints, private servicing limits, or agricultural designations. Secondary units may be feasible where lots are large and septic capacity is proven, yet they're not guaranteed. Verify at Town of Milton Planning and with your septic designer.

Systems and due diligence: wells, septic, and heat sources

Most rural Milton homes rely on drilled wells and private septic systems. Lenders and insurers will expect proof these systems are safe and adequate. Plan for:

  • Water potability and flow-rate tests, plus a review of well records and treatment systems (UV, softeners, iron filters).
  • Septic inspection or pump-out with a licensed contractor; confirm tank size, bed location, and any permits for past upgrades.
  • WETT inspection for wood stoves or fireplaces; some insurers surcharge or require upgrades for older appliances.
  • Electrical review for older services, outbuildings, and backup power (generators).

Driveway entrances on regional roads (e.g., portions of the Derry Road corridor) may require permits for new or widened accesses. Near headwaters or ravines—popular among buyers chasing privacy like those browsing ravine-backed homes in Milton—Conservation permits may be needed for retaining walls, grading, or pool installation. Budget and timeline for approvals up front; they can materially change project feasibility.

Financing and appraisal realities on acreage

Most “A” lenders are comfortable with conventional rural homes on a few acres. As parcel size increases—or if the property resembles a working farm, has multiple large outbuildings, or limited residential comparables—lenders may discount value attributed to excess land and structures. Insured mortgages typically focus on the house plus a smaller “residential” portion of land; beyond that, you'll need a larger down payment. Hobby farm income is seldom underwritten as stable income unless well-documented.

Two scenarios:

  • 10–15 acres with an older bungalow and shop: expect an appraisal emphasizing the dwelling; some lenders cap the recognized acreage. Have quotes for any immediate well/septic updates in case the lender holds back funds until work is completed.
  • Estate home near escarpment with significant slope and a pond: an appraiser may apply a higher risk adjustment; anticipate a conservative valuation and possibly a second appraisal requirement.

Insurance can be pricier for solid-fuel heating, long laneways (fire response), or outbuildings with 60-amp subpanels. Clarify farm vs residential tax classification; legitimate farm operations can qualify for a lower tax ratio, but it's not automatic.

Lifestyle and accessibility considerations

Rural Milton's pull is clear: privacy, night skies, room for hobbies, and quick escapes to trails and conservation areas. For commuters, proximity to the Milton GO Station area can be a value anchor for resale. Winter maintenance varies; municipal roads are ploughed on a schedule, but long private driveways are your responsibility. Confirm internet options (fibre, fixed wireless, satellite) and cellular coverage by carrier—the difference determines whether home offices function smoothly.

Families often weigh school transportation routes and after-school logistics versus suburban convenience. If frequent weekend touring is part of your search, note that Milton open houses are more common in-town than on acreage; rural sellers often require advance notice for showings.

Seasonal market trends and timing

Inventory for rural Milton typically swells in late spring through early fall when properties present well—lawns, gardens, and woodlots are at their best, and septic/well testing is straightforward. Buyers get more data points then, but competition also rises. Winter can favor diligent purchasers who are willing to assess snow-covered sites and test driveways for gradient/ice concerns. Shoulder seasons can expose drainage and soil conditions realistically, which matters for those planning additions or outbuildings.

In-town resale remains more consistent year-round because suburban homes along routes like Main Street or the Scott Boulevard area draw steady buyer pools. Rural demand is more discretionary and weather-sensitive, which affects days-on-market and negotiation leverage.

Resale potential: features that hold value

In rural Milton, value clings to usable land, convenient access, and risk factors removed. Parcels with benign topography, sunlight exposure, and clear building envelopes are easier to finance and expand. Proximity to services, highway access, and trailheads is a plus without being too close to noise sources. Escarpment views, mature hardwoods, and creek corridors are aspirational—but check flood lines and erosion hazards before pricing them in. Buyers coming from suburban Milton or adjacent markets (for example, those cross-shopping rural homes near Guelph) will pay for move-in readiness and modern mechanicals.

Conversely, properties with unknown well depth, non-compliant septic systems, or unpermitted additions can stagnate. Have permits, servicing reports, and recent maintenance records ready for buyers—documentation is a value driver in the country.

Henderson Road Milton: a micro-market snapshot

Henderson Road exemplifies the rural Milton profile: a mix of estate homes and classic country properties, most on private services, with quick connections to Guelph Line and 15/25 Side Road. The setting attracts buyers seeking a quieter alternative to in-town subdivisions—yet within a reasonable drive to grocery hubs and the GO corridor. Watch for conservation mapping near woodlots and creeks, and verify driveway entrances if you plan to add a secondary garage or workshop.

Income uses, short-term rentals, and suites

Investors considering rural Milton should proceed carefully. Short-term rental (STR) rules are municipality-specific and evolving. The Town of Milton has licensing and by-law enforcement mechanisms; zoning may restrict STRs in certain areas or require operator registration. Always confirm with the Town's Licensing & Enforcement division before offering short stays.

Basement suites or coach houses can be possible where zoning and septic capacity align, but capacity calculations, separate entrances, parking, and fire code compliance are stricter on private services. If you're also exploring suburban options for supplemental income, compare with Milton houses with a separate basement entrance, where municipal services simplify approvals and future resale.

Comparing in-town convenience with rural serenity

Some buyers split the difference by choosing edge-of-town pockets near corridors like Derry Road—close to shopping, schools, and commuting routes, yet not far from country drives. Others prioritize trail access and escarpment proximity through curated searches among Milton ravine homes and conservation-neighbouring properties. On KeyHomes.ca, mapping tools help overlay listings with known environmental features and transit nodes to balance lifestyle with practicality.

Working data-first and locally

Because regulations can vary lot by lot—especially where NEC and Conservation Halton are involved—local verification is vital. An experienced rural agent will pull zoning schedules, topographic mapping, and recent comparable sales that reflect the reality of private servicing and limited comps. KeyHomes.ca is a reliable place to research neighbourhood data, preview escarpment-adjacent options, and connect with licensed professionals who understand both farm and residential considerations.

Practical next steps before you write an offer

  • Order a zoning summary early; identify any NEC designations or regulated areas.
  • Book well potability/flow tests and a septic inspection; budget for remediation where systems are older.
  • Confirm internet options and cell coverage; remote work hinges on these.
  • Ask insurers about heat sources and outbuildings; get quotes before the waiver date.
  • Get an appraisal expectation from your lender if acreage is significant; consider a longer financing condition.

If your search straddles rural and suburban Milton, compare commute and amenity trade-offs with data from the Milton GO Station listings area and neighbourhoods you're shortlisting, including newer master-planned communities and established corridors near Main Street. That contrast can clarify whether acreage living—or an in-town home with weekend trail escapes—better fits your budget and lifestyle.