Joe, Doug & RandalReal Estate

Old Oakville, Oakville

Oakville Neighbourhood

Old Oakville

All Neighbourhoods

Old Oakville is the charming historic heart of the town, situated along the shores of Lake Ontario. Known for its heritage homes, boutique shops on Lakeshore Road, and beautiful waterfront parks, it offers a unique small-town feel with big-city amenities. The tree-lined streets, character properties, and walkability make it one of the most desirable neighbourhoods in the GTA.

Listings in Old Oakville

Showing 100 properties

489 Lakeshore Road E

Active

$23,980,000

489 Lakeshore Road E

Oakville

5 Beds8 Baths5,000 sqft

350 King Street

Active

$12,900,000

350 King Street

Oakville

5 Beds5 Baths5,000 sqft

15 Chartwell Road

Active

$10,800,000

15 Chartwell Road

Oakville

5 Beds6 Baths5,000 sqft

155 Gloucester Avenue

Active

$10,750,000

155 Gloucester Avenue

Oakville

5 Beds8 Baths5,000 sqft

46 Second Street

Active

$7,979,000

46 Second Street

Oakville

5 Beds7 Baths3,500 sqft

64 Brentwood Road

Active

$7,950,000

64 Brentwood Road

Oakville

5 Beds8 Baths5,000 sqft

15 LAMBERT Common

Active

$7,900,000

15 LAMBERT Common

Oakville

6 Beds8 Baths5,000 sqft

84 Pebbleridge Place

Active

$7,750,000

84 Pebbleridge Place

Oakville

7 Beds9 Baths3,500 sqft

1081 Argyle Drive

Active

$7,749,000

1081 Argyle Drive

Oakville

5 Beds7 Baths5,000 sqft

421 Chartwell Road

Active

$6,999,000

421 Chartwell Road

Oakville

6 Beds7 Baths5,000 sqft

112 Elton Park Road

Active

$6,888,888

112 Elton Park Road

Oakville

5 Beds8 Baths3,500 sqft

1102 Crestview Street

Active

$6,499,000

1102 Crestview Street

Oakville

5 Beds7 Baths3,500 sqft

172 Burgundy Drive

Active

$6,459,000

172 Burgundy Drive

Oakville

5 Beds8 Baths3,500 sqft

200 Chartwell Road

Active

$6,099,000

200 Chartwell Road

Oakville

5 Beds7 Baths5,000 sqft

7 Colonial Crescent

Active

$5,988,000

7 Colonial Crescent

Oakville

4 Beds3 Baths3,500 sqft

138 DIANNE Avenue

Active

$5,750,000

138 DIANNE Avenue

Oakville

5 Beds7 Baths5,000 sqft

94 George Street

Active

$5,500,000

94 George Street

Oakville

74 Howard Avenue

Active

$5,500,000

74 Howard Avenue

Oakville

5 Beds4 Baths3,000 sqft

263 Westdale Road

Active

$4,995,000

263 Westdale Road

Oakville

5 Beds5 Baths2,500 sqft

317 Gloucester Avenue

Active

$4,980,000

317 Gloucester Avenue

Oakville

5 Beds4 Baths3,500 sqft

417 Union Street

Active

$4,750,000

417 Union Street

Oakville

6 Beds8 Baths3,000 sqft

1100 Cedar Grove Boulevard

Active

$4,688,000

1100 Cedar Grove Boulevard

Oakville

5 Beds6 Baths3,500 sqft

79 Birch Hill Lane

Active

$4,650,000

79 Birch Hill Lane

Oakville

5 Beds6 Baths3,500 sqft

56 South Forster Park Drive

Active

$4,450,000

56 South Forster Park Drive

Oakville

321 Morden Road

Active

$4,450,000

321 Morden Road

Oakville

5 Beds7 Baths3,500 sqft

235 LAKEWOOD Drive

Active

$4,390,000

235 LAKEWOOD Drive

Oakville

5 Beds5 Baths3,500 sqft

184 King Street

Active

$4,299,000

184 King Street

Oakville

4 Beds5 Baths3,000 sqft

408 Lakeshore Road W

Active

$4,295,000

408 Lakeshore Road W

Oakville

6 Beds8 Baths5,000 sqft

Lot 101 Douglas Avenue

Active

$4,290,000

Lot 101 Douglas Avenue

Oakville

4 Beds4 Baths3,000 sqft

221 Morden Road

Active

$4,099,000

221 Morden Road

Oakville

5 Beds5 Baths3,500 sqft

1049 Cedar Grove Boulevard

Active

$4,088,000

1049 Cedar Grove Boulevard

Oakville

4 Beds5 Baths3,500 sqft

300 Randall Street

Active

$3,999,900

300 Randall Street

Oakville

2 Beds4 Baths2,750 sqft

287 MacDonald Road

Active

$3,999,000

287 MacDonald Road

Oakville

4 Beds5 Baths3,500 sqft

36 Anderson Street

Active

$3,998,900

36 Anderson Street

Oakville

4 Beds4 Baths2,000 sqft

221 Morden Road

Active

$3,998,000

221 Morden Road

Oakville

5 Beds5 Baths3,500 sqft

110 Chisholm Street

Active

$3,980,000

110 Chisholm Street

Oakville

382 Trafalgar Road

Active

$3,950,000

382 Trafalgar Road

Oakville

4 Beds4 Baths1,500 sqft

55 Chisholm Street

Active

$3,850,000

55 Chisholm Street

Oakville

4 Beds4 Baths3,000 sqft

338 MACDONALD Road

Active

$3,790,000

338 MACDONALD Road

Oakville

4 Beds4 Baths2,500 sqft

282 Maurice Drive

Active

$3,698,000

282 Maurice Drive

Oakville

6 Beds8 Baths3,500 sqft

150 Lakeshore Road E

Active

$3,600,000

150 Lakeshore Road E

Oakville

89 Forsythe Street

Active

$3,395,000

89 Forsythe Street

Oakville

2 Beds3 Baths2,500 sqft

428 Sheddon Avenue

Active

$3,350,000

428 Sheddon Avenue

Oakville

5 Beds4 Baths2,500 sqft

111 Forsythe Street

Active

$3,290,000

111 Forsythe Street

Oakville

3 Beds3 Baths2,250 sqft

200 WILLIAM Street

Active

$3,250,000

200 WILLIAM Street

Oakville

5 Beds3 Baths2,000 sqft

53 Thomas Street

Active

$3,250,000

53 Thomas Street

Oakville

4 Beds3 Baths2,000 sqft

300 Randall Street

Active

$3,199,000

300 Randall Street

Oakville

2 Beds2 Baths2,000 sqft

25 Howard Avenue

Active

$3,100,000

25 Howard Avenue

Oakville

5 Beds2 Baths2,000 sqft

21 Chisholm Street

Active

$2,999,999

21 Chisholm Street

Oakville

4 Beds5 Baths3,000 sqft

139 Allan Street

Active

$2,999,000

139 Allan Street

Oakville

4 Beds3 Baths3,000 sqft

125 Paliser Court

Active

$2,997,000

125 Paliser Court

Oakville

5 Beds5 Baths3,000 sqft

276 Spruce Street

Active

$2,895,000

276 Spruce Street

Oakville

5 Beds3 Baths2,000 sqft

435 Maple Avenue

Active

$2,800,000

435 Maple Avenue

Oakville

5 Beds4 Baths3,500 sqft

74A Howard Avenue

Active

$2,780,000

74A Howard Avenue

Oakville

343 Tudor Avenue

Active

$2,698,000

343 Tudor Avenue

Oakville

5 Beds4 Baths3,000 sqft

298 Douglas Avenue

Active

$2,599,000

298 Douglas Avenue

Oakville

5 Beds3 Baths2,000 sqft

564 Lyons Lane

Active

$2,599,000

564 Lyons Lane

Oakville

9 Beds6 Baths3,500 sqft

48 Forsythe Street

Active

$2,590,000

48 Forsythe Street

Oakville

4 Beds4 Baths2,500 sqft

249 Rebecca Street

Active

$2,499,999

249 Rebecca Street

Oakville

3 Beds4 Baths3,000 sqft

298 Douglas Avenue

Active

$2,499,000

298 Douglas Avenue

Oakville

5 Beds3 Baths2,000 sqft

169 Morrison Road

Active

$2,499,000

169 Morrison Road

Oakville

5 Beds3 Baths1,500 sqft

132 Sparling Court

Active

$2,490,000

132 Sparling Court

Oakville

4 Beds3 Baths2,000 sqft

350 Queen Mary Drive

Active

$2,490,000

350 Queen Mary Drive

Oakville

5 Beds5 Baths2,500 sqft

257 Hanover Street

Active

$2,459,000

257 Hanover Street

Oakville

4 Beds4 Baths3,000 sqft

221 Hanover Street

Active

$2,399,999

221 Hanover Street

Oakville

4 Beds5 Baths3,000 sqft

327 River Side Drive

Active

$2,399,800

327 River Side Drive

Oakville

4 Beds3 Baths1,100 sqft

316 River Side Drive

Active

$2,399,000

316 River Side Drive

Oakville

4 Beds2 Baths1,500 sqft

89 Holyrood Avenue

Active

$2,375,000

89 Holyrood Avenue

Oakville

4 Beds4 Baths1,100 sqft

148 Herald Avenue

Active

$2,349,900

148 Herald Avenue

Oakville

4 Beds5 Baths2,000 sqft

23 Chisholm Street

Active

$2,349,000

23 Chisholm Street

Oakville

3 Beds3 Baths3,000 sqft

467 Caesar Avenue

Active

$2,299,000

467 Caesar Avenue

Oakville

4 Beds3 Baths2,000 sqft

123 Maurice Drive

Active

$2,295,990

123 Maurice Drive

Oakville

4 Beds4 Baths2,000 sqft

100 Lakeshore Road E

Active

$2,275,000

100 Lakeshore Road E

Oakville

2 Beds2 Baths1,800 sqft

190 Dorval Drive

Active

$2,250,000

190 Dorval Drive

Oakville

3 Beds4 Baths3,000 sqft

278 Carolyn Drive

Active

$2,199,000

278 Carolyn Drive

Oakville

3 Beds3 Baths1,500 sqft

140 Trafalgar Road

Active

$2,199,000

140 Trafalgar Road

Oakville

347 Douglas Avenue

Active

$2,199,000

347 Douglas Avenue

Oakville

3 Beds4 Baths1,500 sqft

389-391 Kerr Street

Active

$2,198,000

389-391 Kerr Street

Oakville

130 Tavistock Square

Active

$1,999,999

130 Tavistock Square

Oakville

4 Beds3 Baths2,000 sqft

204 Mary Street

Active

$1,999,000

204 Mary Street

Oakville

4 Beds3 Baths3,000 sqft

389-391 Kerr Street

Active

$1,998,000

389-391 Kerr Street

Oakville

50 Old Mill Road

Active

$1,950,000

50 Old Mill Road

Oakville

4 Beds6 Baths2,500 sqft

32 Anderson Street

Active

$1,850,000

32 Anderson Street

Oakville

2 Beds3 Baths1,500 sqft

86 Kerr Street

Active

$1,850,000

86 Kerr Street

Oakville

2 Beds1 Baths1,100 sqft

216 Rebecca Street

Active

$1,849,999

216 Rebecca Street

Oakville

3 Beds3 Baths2,500 sqft

216 Rebecca Street

Active

$1,849,999

216 Rebecca Street

Oakville

3 Beds3 Baths2,500 sqft

119 Westside Drive

Active

$1,848,000

119 Westside Drive

Oakville

4 Beds3 Baths1,500 sqft

123 MAURICE Drive

Active

$1,799,900

123 MAURICE Drive

Oakville

2 Beds3 Baths1,400 sqft

23 Glenmanor Drive

Active

$1,777,000

23 Glenmanor Drive

Oakville

3 Beds4 Baths1,500 sqft

123 Maurice Drive

Active

$1,749,900

123 Maurice Drive

Oakville

3 Beds3 Baths1,600 sqft

262 Oakwood Crescent

Active

$1,749,000

262 Oakwood Crescent

Oakville

4 Beds2 Baths1,500 sqft

123 Maurice Drive

Active

$1,745,990

123 Maurice Drive

Oakville

3 Beds3 Baths1,600 sqft

322 Pine Avenue

Active

$1,699,900

322 Pine Avenue

Oakville

4 Beds4 Baths2,000 sqft

86 Forsythe Street

Active

$1,699,000

86 Forsythe Street

Oakville

2 Beds3 Baths1,500 sqft

276 Lakeshore Road W

Active

$1,650,000

276 Lakeshore Road W

Oakville

2 Beds1 Baths1,100 sqft

274 Reynolds Street

Active

$1,649,999

274 Reynolds Street

Oakville

4 Beds2 Baths1,500 sqft

283 Spruce Street

Active

$1,639,900

283 Spruce Street

Oakville

4 Beds2 Baths1,500 sqft

90 LAKESHORE Road W

Active

$1,575,000

90 LAKESHORE Road W

Oakville

2 Beds4 Baths1,500 sqft

289 Spruce Street

Active

$1,550,000

289 Spruce Street

Oakville

3 Beds2 Baths1,500 sqft

86 Lakeshore Road W

Active

$1,499,000

86 Lakeshore Road W

Oakville

2 Beds3 Baths2,000 sqft